Title: Dudley Vacation Rentals from $188: Search Short-Term Rentals | Expedia.com

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## Check prices for these dates

In two weeks

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=8952&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Jun 5 - Jun 7](https://www.expedia.com/Hotel-Search?regionId=8952&startDate=2026-06-05&endDate=2026-06-07&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Jul 3 - Jul 5](https://www.expedia.com/Hotel-Search?regionId=8952&startDate=2026-07-03&endDate=2026-07-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jul 31 - Aug 2](https://www.expedia.com/Hotel-Search?regionId=8952&startDate=2026-07-31&endDate=2026-08-02&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Dudley vacation rentals

![Interior](https://images.trvl-media.com/lodging/103000000/102390000/102383200/102383170/w905h683x59y0-01644a47.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102390000/102383200/102383170/w904h683x60y0-1da17c9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102390000/102383200/102383170/w1024h675x0y3-9aa1ad60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102390000/102383200/102383170/w905h683x60y0-c5d3c252.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Tree House at Underhill Hollow

[](https://www.expedia.com/The-Tree-House-At-Underhill-Hollow.h102383170.Hotel-Information)

Thompson

9.2/10

Wonderful

(35 reviews)

"Micheal was very accommodating and friendly. The place was awesome and clean. Look forward to staying there again. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

jennifer o.

$171 nightly

$194 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/The-Tree-House-At-Underhill-Hollow.h102383170.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/62000000/61490000/61486800/61486755/8c191bad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/62000000/61490000/61486800/61486755/8460dc4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/62000000/61490000/61486800/61486755/c536a8a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/62000000/61490000/61486800/61486755/8958e634.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treehouse - Countryside - Farm Animals - Fire Pit

[](https://www.expedia.com/Willington-Hotels-Treehouse-On-Animal-Farm-W-Bonfire-Gazebo.h61486755.Hotel-Information)

Willington

9.4/10

Exceptional

(30 reviews)

"Safe, inviting stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Gabe M.

$247 nightly

$280 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Willington-Hotels-Treehouse-On-Animal-Farm-W-Bonfire-Gazebo.h61486755.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/119000000/118980000/118972500/118972410/2ead4d24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/119000000/118980000/118972500/118972410/88e36060.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/119000000/118980000/118972500/118972410/53ddfe37.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/119000000/118980000/118972500/118972410/c72f01a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious, unique barn with beautiful views.

[](https://www.expedia.com/Hampton-Hotels-Spacious.h118972410.Hotel-Information)

Hampton

10/10

Exceptional

(3 reviews)

"I was looking for a place that was central to a couple of Renaissance Faires in the area and ended uo choosing this one due to its location and affordability. What an awesome place to stay. We're considering staying here next year when the Faires return."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kevan W.

$236 nightly

$266 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Hampton-Hotels-Spacious.h118972410.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102390000/102382600/102382578/c9113b67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi](https://images.trvl-media.com/lodging/103000000/102390000/102382600/102382578/492ed89f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102390000/102382600/102382578/w906h683x60y0-cc3d7f8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102390000/102382600/102382578/faac8b6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wizard's Roost at Underhill Hollow

[](https://www.expedia.com/Wizards-Roost-At-Underhill-Hollow.h102382578.Hotel-Information)

North Grosvenordale

9.6/10

Exceptional

(22 reviews)

"Full of whimsy, loved all of the details of the construction and decor. Great place to stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Meghann H.

$166 nightly

$188 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Wizards-Roost-At-Underhill-Hollow.h102382578.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/100000000/99890000/99884200/99884118/d087228c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99890000/99884200/99884118/fb6f97c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99890000/99884200/99884118/202e2fb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/100000000/99890000/99884200/99884118/6c9c48f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

[](https://www.expedia.com/Stafford-Hotels-Serene-2-Bedroom.h99884118.Hotel-Information)

Stafford

9.6/10

Exceptional

(34 reviews)

"Great location, beautiful view completely relaxing "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Carlos T.

$242 nightly

$274 total

Apr 30 - May 1

Total with taxes and fees

[](https://www.expedia.com/Stafford-Hotels-Serene-2-Bedroom.h99884118.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/54000000/53990000/53989700/53989615/1acd1492.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/54000000/53990000/53989700/53989615/6b075f32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/54000000/53990000/53989700/53989615/7eb2533c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/54000000/53990000/53989700/53989615/3bbc4108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

[](https://www.expedia.com/Willington-Hotels-Spacious-Barn-Loft-W-Gazebo-Farm-Animals.h53989615.Hotel-Information)

Willington

9.6/10

Exceptional

(15 reviews)

"Very nice country stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

michael C.

$228 nightly

$258 total

Apr 27 - Apr 28

Total with taxes and fees

[](https://www.expedia.com/Willington-Hotels-Spacious-Barn-Loft-W-Gazebo-Farm-Animals.h53989615.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103480000/103470900/103470855/51d1c176.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103480000/103470900/103470855/5151ceff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/104000000/103480000/103470900/103470855/944f7c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103480000/103470900/103470855/c3c60af2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

[](https://www.expedia.com/Ashford-Hotels-Lake-King-Gym-Kayak-Fire-Pit-PetsOK-WD.h103470855.Hotel-Information)

Ashford

9.4/10

Exceptional

(20 reviews)

"The location of the home was perfect. The lake was beautiful and was a great place to walk. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lynn D.

$270 nightly

$307 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Ashford-Hotels-Lake-King-Gym-Kayak-Fire-Pit-PetsOK-WD.h103470855.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/114000000/113610000/113608700/113608658/w1280h852x0y1-d68ed351.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/114000000/113610000/113608700/113608658/d6ac3add.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/114000000/113610000/113608700/113608658/b642cf23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/114000000/113610000/113608700/113608658/2278123b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

[](https://www.expedia.com/Putnam-Hotels-Charming-2-Bedroom-Apartment-In-Welcoming-Putnam.h113608658.Hotel-Information)

Putnam

8.6/10

Excellent

(4 reviews)

"Very nice place. Quiet neighborhood and close to town. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

michael C.

$179 nightly

$203 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Putnam-Hotels-Charming-2-Bedroom-Apartment-In-Welcoming-Putnam.h113608658.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102390000/102383600/102383579/w1024h675x0y3-e7c8a628.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102390000/102383600/102383579/w917h683x48y0-792bdf56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102390000/102383600/102383579/7e77796a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/103000000/102390000/102383600/102383579/w917h683x47y0-dd916e60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### SteamPunk Bunk House and Intergalactic Way Station

[](https://www.expedia.com/SteamPunk-Bunk-House-And-Intergalactic-Way-Station.h102383579.Hotel-Information)

Thompson

10/10

Exceptional

(14 reviews)

"Enjoyed our stay. Loved being out in the countryside "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pauline S.

$166 nightly

$188 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/SteamPunk-Bunk-House-And-Intergalactic-Way-Station.h102383579.Hotel-Information)

![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/127000000/126640000/126635700/126635629/631ce214.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/127000000/126640000/126635700/126635629/e2bdc784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/127000000/126640000/126635700/126635629/8a49b40b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/127000000/126640000/126635700/126635629/8f988204.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Worcester Downtown King Bd/Office World Cup Boston

[](https://www.expedia.com/Worcester-Hotels-Beautiful-Worcester-Downtown-King-BdOffice-World-Cup-Boston.h126635629.Hotel-Information)

Worcester

$261 nightly

$299 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Worcester-Hotels-Beautiful-Worcester-Downtown-King-BdOffice-World-Cup-Boston.h126635629.Hotel-Information)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/105000000/104120000/104111300/104111299/9decd8f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/105000000/104120000/104111300/104111299/a1dc10ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/105000000/104120000/104111300/104111299/cde6428f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/105000000/104120000/104111300/104111299/b271edb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Home Away from Home!

[](https://www.expedia.com/Worcester-Hotels-Home-Away-From-Home.h104111299.Hotel-Information)

Worcester

9.4/10

Exceptional

(17 reviews)

"Very clean ans spacious. Great communication "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tom K.

$346 nightly

$396 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Worcester-Hotels-Home-Away-From-Home.h104111299.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/105000000/104540000/104530100/104530029/f0fdd241.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/105000000/104540000/104530100/104530029/12540ef4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104540000/104530100/104530029/03f968f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/105000000/104540000/104530100/104530029/8ba77f01.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dove Cabin up in the Trees

[](https://www.expedia.com/Holland-Hotels-Dove-Cabin-Up-In-The-Trees.h104530029.Hotel-Information)

Holland

9.8/10

Exceptional

(27 reviews)

"So calm, clean and relaxing, and beautiful! Wonderful stay! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Sarah G.

$239 nightly

$252 total

Apr 18 - Apr 19

Total with taxes and fees

[](https://www.expedia.com/Holland-Hotels-Dove-Cabin-Up-In-The-Trees.h104530029.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/70000000/69410000/69404500/69404410/a29395f8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/70000000/69410000/69404500/69404410/b48f6279.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/70000000/69410000/69404500/69404410/93eb313e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/70000000/69410000/69404500/69404410/86dcac88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Carriage House at Chaprae Hall

[](https://www.expedia.com/Dayville-Hotels-The-Carriage-House-At-Chaprae-Hall.h69404410.Hotel-Information)

Killingly

10/10

Exceptional

(32 reviews)

"We had a very nice stay while there."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ann R.

$160 nightly

$181 total

May 5 - May 6

Total with taxes and fees

[](https://www.expedia.com/Dayville-Hotels-The-Carriage-House-At-Chaprae-Hall.h69404410.Hotel-Information)

![Private kitchen](https://images.trvl-media.com/lodging/75000000/74450000/74444800/74444701/65dc1ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74450000/74444800/74444701/b367f8e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74450000/74444800/74444701/a24c3bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74450000/74444800/74444701/3240d16c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Trainmaster's Inn - Caboose

[](https://www.expedia.com/Palmer-Hotels-Trainmasters-Inn-Caboose.h74444701.Hotel-Information)

Palmer

9.4/10

Exceptional

(10 reviews)

"A great stay in a vintage RR caboose. Thanks to everyone at Trainmasters Inn!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Edward L.

$304 nightly

$340 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Palmer-Hotels-Trainmasters-Inn-Caboose.h74444701.Hotel-Information)

![Living area](https://images.trvl-media.com/lodging/109000000/108620000/108613200/108613177/02a3475d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/109000000/108620000/108613200/108613177/4bb0ffc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private kitchen](https://images.trvl-media.com/lodging/109000000/108620000/108613200/108613177/91668b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/109000000/108620000/108613200/108613177/0fff0e85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 1-bedroom apartment with AC, WiFi in pleasant Webster

[](https://www.expedia.com/Webster-Hotels-Charming-1-Bedroom-Apartment-With-AC.h108613177.Hotel-Information)

Webster

10/10

Exceptional

(1 review)

"Perfect quiet place to work and rest"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

michael C.

$372 nightly

$416 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Webster-Hotels-Charming-1-Bedroom-Apartment-With-AC.h108613177.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/95000000/94860000/94850400/94850313/627aa576.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94860000/94850400/94850313/8b026a7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/95000000/94860000/94850400/94850313/d2547a0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/95000000/94860000/94850400/94850313/c26d52a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Zen Inspired Retreat with Private Forest Trails

[](https://www.expedia.com/Uxbridge-Hotels-Zen-Inspired-Retreat-With-2-Miles-Of-Private-Hiking-Trails.h94850313.Hotel-Information)

Uxbridge

10/10

Exceptional

(14 reviews)

"Very comfortable and relaxing on the inside with beautiful surroundings and hiking trails right on the property. Exactly what we wanted for a get-away and such close proximity to the zoo where we attended a wedding."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tammie K.

$243 nightly

$258 total

Apr 13 - Apr 14

Total with taxes and fees

[](https://www.expedia.com/Uxbridge-Hotels-Zen-Inspired-Retreat-With-2-Miles-Of-Private-Hiking-Trails.h94850313.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/97000000/96520000/96516100/96516073/02aaf975.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96520000/96516100/96516073/5dce0d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96520000/96516100/96516073/519c89cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96520000/96516100/96516073/61a21192.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Stunning Lakefront Escape! Book Your Dream Getaway!

[](https://www.expedia.com/Woodstock-Hotels-Breathtaking-Lakefront-Property-Cozy-House-Special-Off-Season-Rates.h96516073.Hotel-Information)

Woodstock

10/10

Exceptional

(23 reviews)

"Great property"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

gary b.

$545 nightly

$618 total

Apr 7 - Apr 8

Total with taxes and fees

[](https://www.expedia.com/Woodstock-Hotels-Breathtaking-Lakefront-Property-Cozy-House-Special-Off-Season-Rates.h96516073.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89790000/89789900/89789856/f19f0016.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/90000000/89790000/89789900/89789856/1ec941a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89790000/89789900/89789856/4961ab0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89790000/89789900/89789856/w2800h1864x0y3-907947f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

[](https://www.expedia.com/Ashford-Hotels-Lakefront-Cabin-W-KING-Bed-Amazing-Lake-Views.h89789856.Hotel-Information)

Ashford

9.2/10

Wonderful

(31 reviews)

"Loved the views of the lake and the decor. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Beth L.

$323 nightly

$366 total

May 4 - May 5

Total with taxes and fees

[](https://www.expedia.com/Ashford-Hotels-Lakefront-Cabin-W-KING-Bed-Amazing-Lake-Views.h89789856.Hotel-Information)

![Books](https://images.trvl-media.com/lodging/122000000/121770000/121764300/121764257/5df81e15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121770000/121764300/121764257/dd05768c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/122000000/121770000/121764300/121764257/cba89eaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/122000000/121770000/121764300/121764257/3a2d2d2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Little House Inn-Family/Pet friendly Private Home-Brimfield-2 bedroom, sleeps 8

[](https://www.expedia.com/Brimfield-Hotels-Little-House-Inn-FamilyPet-Friendly-Private-Home-Brimfield-2-Bedroom.h121764257.Hotel-Information)

Brimfield

8.0/10

Very Good

(1 review)

"This is a nice place for solo travelers or a small family with kids. The kid’s bedroom has tons of games and is themed nicely. The backyard is huge but unfenced and the property is off of a busy road. Th house itself was clean and the host offered a variety of things such as slippers for the whole family, house shoes, and bath things for everyone. The house does not have a tv but the wifi works well. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Chantay-Rose

$178 nightly

$198 total

Apr 9 - Apr 10

Total with taxes and fees

[](https://www.expedia.com/Brimfield-Hotels-Little-House-Inn-FamilyPet-Friendly-Private-Home-Brimfield-2-Bedroom.h121764257.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111160000/111153500/111153466/df32d8a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111160000/111153500/111153466/0d8a6519.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111160000/111153500/111153466/e5a621f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/112000000/111160000/111153500/111153466/81662bc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 4-bedroom with four and half bathrooms

[](https://www.expedia.com/Worcester-Hotels-Spacious-4-Bedroom-House-In-Wonderful-Worcester.h111153466.Hotel-Information)

Worcester

10/10

Exceptional

(9 reviews)

"We needed a place to stay while our hardwood floors were being refinished and this was perfect. We have a dog and 2 cats and there was plenty of space. The house was clean and as advertised."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Deb H.

$446 nightly

$510 total

Apr 12 - Apr 13

Total with taxes and fees

[](https://www.expedia.com/Worcester-Hotels-Spacious-4-Bedroom-House-In-Wonderful-Worcester.h111153466.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-04-20&endDate=2026-04-21&regionId=8952&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Dudley%2C+Massachusetts%2C+United+States+of+America&regionId=8952&latLong=42.05581%2C-71.934398&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Dudley%2C+Massachusetts%2C+United+States+of+America&regionId=8952&latLong=42.05581%2C-71.934398&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=VACATION_HOME)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Dudley%2C+Massachusetts%2C+United+States+of+America&regionId=8952&latLong=42.05581%2C-71.934398&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=APARTMENT)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Dudley%2C+Massachusetts%2C+United+States+of+America&regionId=8952&latLong=42.05581%2C-71.934398&adults=2&startDate=2026-07-05&d1=2026-07-05&endDate=2026-07-08&d2=2026-07-08&lodging=COTTAGE)

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## Top Dudley Hotel Reviews

![La Quinta Inn by Wyndham Auburn Worcester](https://images.trvl-media.com/lodging/1000000/60000/51200/51107/71d53740_y.jpg)

### La Quinta Inn by Wyndham Auburn Worcester

2/10 Terrible

"Hotel is under construction.. Smells horrible of pot and smoke. Staff was incredibly rude, elevator was scary, no breakfast as advertised, internet didn't work, tv channels didn't come in, bugs in the bathroom. Checked out a couple hours after we checked in and went to a different hotel. Police came 3 times in the short time we were there. "

[](https://expedia.com/Worcester-Hotels-La-Quinta-Inn-By-Wyndham-Auburn-Worcester.h51107.Hotel-Information)

![Homewood Suites By Hilton Worcester](https://images.trvl-media.com/lodging/19000000/18160000/18157600/18157562/c9f00036_y.jpg)

### Homewood Suites By Hilton Worcester

10/10 Excellent

"Location was perfect. Rooms were updated and the amenities were perfect. "

[](https://expedia.com/Worcester-Hotels-Homewood-Suites-By-Hilton-Worcester.h18157562.Hotel-Information)

![AC Hotel by Marriott Worcester](https://images.trvl-media.com/lodging/21000000/20960000/20958800/20958776/8a8362ac_y.jpg)

### AC Hotel by Marriott Worcester

10/10 Excellent

"Good stay"

[](https://expedia.com/Worcester-Hotels-AC-Hotel-By-Marriott-Worcester.h20958776.Hotel-Information)

![Wellsworth Hotel](https://images.trvl-media.com/lodging/1000000/900000/894300/894252/61dc8b11_y.jpg)

### Wellsworth Hotel

10/10 Excellent

"Great place to stay. "

[](https://expedia.com/Sturbridge-Hotels-Southbridge-Hotel-And-Conference-Center.h894252.Hotel-Information)

![Scottish Inn Sturbridge](https://images.trvl-media.com/lodging/1000000/920000/918600/918540/96af1e62_y.jpg)

### Scottish Inn Sturbridge

8/10 Good

"Simple and effective place to stay. Close to some great attractions."

[](https://expedia.com/Sturbridge-Hotels-Scottish-Inn-Sturbridge.h918540.Hotel-Information)

![Holiday Inn Express & Suites Sturbridge by IHG](https://images.trvl-media.com/lodging/19000000/18430000/18420700/18420686/fb3b59fc_y.jpg)

### Holiday Inn Express & Suites Sturbridge by IHG

10/10 Excellent

"Yes just curious why the pool is closed??"

[](https://expedia.com/Sturbridge-Hotels-Holiday-Inn-Express-Suites-Sturbridge.h18420686.Hotel-Information)

![Hilton Garden Inn Worcester](https://images.trvl-media.com/lodging/2000000/1480000/1478200/1478175/8936f499_y.jpg)

### Hilton Garden Inn Worcester

4/10 Poor

"Rooms were dated and carpet stained and a bit dirty. Staff very passive, not super friendly and when asked about Uber eats, replied not sure something left on table with no one around. Dismissive. "

[](https://expedia.com/Worcester-Hotels-Hilton-Garden-Inn-Worcester.h1478175.Hotel-Information)

![Comfort Inn Auburn - Worcester](https://images.trvl-media.com/lodging/1000000/20000/14900/14890/223ac690_y.jpg)

### Comfort Inn Auburn - Worcester

10/10 Excellent

"The staff was very helpful "

[](https://expedia.com/Worcester-Hotels-Comfort-Inn-Auburn-Worcester.h14890.Hotel-Information)

![Publick House Historic Inn and Country Motor Lodge](https://images.trvl-media.com/lodging/1000000/180000/179700/179650/b76d5e91_y.jpg)

### Publick House Historic Inn and Country Motor Lodge

10/10 Excellent

"Clean. Good value "

[](https://expedia.com/Sturbridge-Hotels-Publick-House-Historic-Inn-And-Country-Motor-Lodge.h179650.Hotel-Information)

## Find out more about Dudley

**Everything you need to know about Dudley vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Dudley vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Dudley vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Dudley vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Dudley. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Dudley in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $188 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Dudley rentals**

At Expedia, we put the best Dudley vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Dudley rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Dudley vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Dudley. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Michigan Vacation Rentals ](https://www.expedia.com/Destinations-In-Michigan.d224.Vacation-Rental-Destinations)

- [Vacation Homes in Dudley ](https://expedia.com/Dudley-Private-Vacation-Homes.d8952-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Dudley ](https://expedia.com/Dudley-Apartments.d8952-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Dudley ](https://expedia.com/Dudley-Cottages.d8952-aaCottages.Travel-Guide-Accommodation)
- [Motels in Dudley ](https://expedia.com/Dudley-Motels.d8952-aaMotels.Travel-Guide-Accommodation)
- [Cabin Rentals in Dudley ](https://expedia.com/Dudley-Cabins.d8952-aaCabins.Travel-Guide-Accommodation)
- [B&B in Dudley ](https://expedia.com/Dudley-Bed-And-Breakfast.d8952-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [Villas in Dudley ](https://expedia.com/Dudley-Villas.d8952-aaVillas.Travel-Guide-Accommodation)
- [Resorts in Dudley ](https://expedia.com/Dudley-Resorts.d8952-aaResorts.Travel-Guide-Accommodation)
- [Farmstay in Dudley ](https://expedia.com/Dudley-Agritourism.d8952-aaAgritourism.Travel-Guide-Accommodation)
- [RV Parks in Dudley ](https://expedia.com/Dudley-RV-Parks.d8952-aaRVParks.Travel-Guide-Accommodation)
- [Inns in Dudley ](https://expedia.com/Dudley-Inns.d8952-aaInns.Travel-Guide-Accommodation)
- [Guest Houses in Dudley ](https://expedia.com/Dudley-Guest-Houses.d8952-aaGuestHouses.Travel-Guide-Accommodation)
- [Condo Rentals in Dudley ](https://expedia.com/Dudley-Condos.d8952-aaCondos.Travel-Guide-Accommodation)

## Frequently asked questions

### Are there vacation rentals in Dudley?

### What's the top vacation rental that Dudley has to offer?

### How many vacation rentals are there in Dudley?

### What’s there to see and do in Dudley?

### What’s a vacation rental in Dudley like?

### Expedia's Latest Trends

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- [Visit Manchester-by-the-Sea](https://expedia.com/Manchester-By-The-Sea.dx129363)
- [Visit Rockport](https://expedia.com/Rockport.dx6350)

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