Search Vacation Homes in Dennis

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Jan 2 - Jan 4
In two weeks
Jan 9 - Jan 11
In one month
Jan 23 - Jan 25
In two months
Feb 20 - Feb 22

Our top choices for Dennis vacation homes

Terrace/patio
Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown

Vacation Home in Dennis

Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown
9.8 out of 10, Exceptional, (17)
"Perfect location for Mayflower and Corporation beach , lovely house and yard for small family gatherings . "
United States
Nancy R.
$629 nightly
The price is $720
Dec 26 - Dec 27
Total with taxes and fees
Comfy Cape Home: Close to Mayflower Beach, golf course, and Downtown
Outdoor dining
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly

Vacation Home in Wellfleet

Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
10.0 out of 10, Exceptional, (75)
"Beautiful views in a quiet and private location. Cottage had everything we needed and nicely appointed."
United States
Janice H.
$381 nightly
The price is $435
Jan 5 - Jan 6, 2026
Total with taxes and fees
Spectacular Private Waterfront Cottage on Bayside. Panoramic Views. Pet Friendly
Fridge, microwave, oven, stovetop
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!

Vacation Home in West Brewster

Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
2.0 star property
10.0 out of 10, Exceptional, (25)
"Lovely house with nice location."
United States
amy d.
$628 nightly
The price is $719
Jan 16 - Jan 17, 2026
Total with taxes and fees
Coastal Cape Cod 3 bedroom close to the beach, bike path & ponds!
Exterior
Cozy Large Home in Harwich with Patio near Wequassett Resort

Vacation Home in Harwich

Cozy Large Home in Harwich with Patio near Wequassett Resort
9.8 out of 10, Exceptional, (11)
"Host was very responsive and the house provided everything we needed. Great location! "
United States
Ashley M.
$468 nightly
The price is $518
Jan 9 - Jan 10, 2026
Total with taxes and fees
Cozy Large Home in Harwich with Patio near Wequassett Resort
Marina
Lovely House 5 Min to Beach with Deck, Grill, Garage

Vacation Home in Eastham

Lovely House 5 Min to Beach with Deck, Grill, Garage
10.0 out of 10, Exceptional, (1)
"Great house with comfy beds. Would consider staying again. "
United States
Susan C.
$420 nightly
The price is $465
Jan 4 - Jan 5, 2026
Total with taxes and fees
Lovely House 5 Min to Beach with Deck, Grill, Garage
Beach
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard

Vacation Home in Dennis

Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
2.0 star property
9.0 out of 10, Wonderful, (2)
"Very cute cottage. Very clean and grounds well manicured. "
United States
Anonymous traveler
$316 nightly
The price is $350
Jan 5 - Jan 6, 2026
Total with taxes and fees
Cottage Oasis by Lake with Kayaks, Fire Pit & a Huge Yard
Fridge, microwave, oven, stovetop
Sand Bar-Dog Friendly on Cooks Brook Beach

Vacation Home in Eastham

Sand Bar-Dog Friendly on Cooks Brook Beach
10.0 out of 10, Exceptional, (23)
"Lovely time!"
United States
Joan W.
$418 nightly
The price is $479
Jan 5 - Jan 6, 2026
Total with taxes and fees
Sand Bar-Dog Friendly on Cooks Brook Beach
Outdoor dining
Sleeps 2-8/Soaking Tub/FirePit~Burrows

Vacation Home in Eastham

Sleeps 2-8/Soaking Tub/FirePit~Burrows
10.0 out of 10, Exceptional, (7)
"Overall, we had a really great stay. The home is in a quiet neighborhood & close to the beach. Everything was clean and as described in the listing. "
United States
Kallee M.
$443 nightly
The price is $507
Dec 29 - Dec 30
Total with taxes and fees
Sleeps 2-8/Soaking Tub/FirePit~Burrows
Microwave, oven, stovetop, dishwasher
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK

Vacation Home in Chatham

Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
9.6 out of 10, Exceptional, (102)
"Our second year in a row staying here. Cute house and great location! "
United States
Erin M.
$380 nightly
The price is $435
Jan 6 - Jan 7, 2026
Total with taxes and fees
Quaint Chatham home w/beautiful backyard & furnished multi-level deck, dogs OK
Interior
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!

Vacation Home in Eastham

Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
9.6 out of 10, Exceptional, (4)
"The home was clean, cool and comfortable. Booking was easy and effortless! Can’t wait to go back!"
United States
Kim S.
$443 nightly
The price is $507
Dec 29 - Dec 30
Total with taxes and fees
Beau Breeze~3b/2b by Cooks Brook Beach/Dog Too!
Interior
National Seashore/Updated/Game Room~Blue Pearl

Vacation Home in Eastham

National Seashore/Updated/Game Room~Blue Pearl
10.0 out of 10, Exceptional, (8)
"Best rental we have stayed in on Cape, and we go every year. Exceptionally clean, comfortable. I can not say enough about it. Great location as well. What stood out the most was the high quality linens, as well as comfortable mattresses. It is very well kept with attention to detail. The grill and appliances were also of a higher quality and made it a pleasure to cook. Will absolutely stay at Blue Pearl again. "
United States
Nicole V.
$424 nightly
The price is $485
Jan 4 - Jan 5, 2026
Total with taxes and fees
National Seashore/Updated/Game Room~Blue Pearl
Outdoor dining
The Alpine/Walk to Beach for 2 or more!

Vacation Home in Eastham

The Alpine/Walk to Beach for 2 or more!
9.2 out of 10, Wonderful, (11)
"The location was awesome, the house was clean and spacious, and overall it was terrific! I would highly recommend."
United States
Jennifer G.
$461 nightly
The price is $528
Jan 1 - Jan 2, 2026
Total with taxes and fees
The Alpine/Walk to Beach for 2 or more!
Beach nearby, sun loungers
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches

Vacation Home in Chatham

Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
10.0 out of 10, Exceptional, (116)
"Comfortable and terrific location"
United States
Barry L.
$428 nightly
The price is $490
Jan 5 - Jan 6, 2026
Total with taxes and fees
Quaint & Cozy Downtown Chatham Home, Walk to Town and Beaches
Smart TV, fireplace, books
Modern Beach & Pond Getaway; Heart of Cape Cod

Vacation Home in South Yarmouth

Modern Beach & Pond Getaway; Heart of Cape Cod
10.0 out of 10, Exceptional, (12)
"Great stay!"
United States
Kevin B.
$481 nightly
The price is $550
Jan 4 - Jan 5, 2026
Total with taxes and fees
Modern Beach & Pond Getaway; Heart of Cape Cod
Smart TV, offices
New! Island Pines-A Dog Friendly Boutique Oasis

Vacation Home in Wellfleet

New! Island Pines-A Dog Friendly Boutique Oasis
9.4 out of 10, Exceptional, (11)
"Loved the place. Very clean and updated. You have to time the tides because it is on an island, but that was fine for us. "
United States
Brian F.
$481 nightly
The price is $551
Jan 5 - Jan 6, 2026
Total with taxes and fees
New! Island Pines-A Dog Friendly Boutique Oasis
Beach nearby
Charming House by the Beach with Patio, Grill, FirePit

Vacation Home in Bass River

Charming House by the Beach with Patio, Grill, FirePit
9.8 out of 10, Exceptional, (7)
"Great location, walk to beach. Close to restaurants and pirate's cove mini golf. Beds were comfy. In-house laundry was convenient. Great outdoor shower. "
United States
Amanda W.
$485 nightly
The price is $537
Dec 24 - Dec 25
Total with taxes and fees
Charming House by the Beach with Patio, Grill, FirePit
Outdoor dining
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill

Vacation Home in Dennis

2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
9.8 out of 10, Exceptional, (178)
"Great location, clean property!"
United States
Lisa B.
$273 nightly
The price is $313
Dec 28 - Dec 29
Total with taxes and fees
2 Bedroom, 2 Bath, 1100 sqft, sun porch, eat in kitchen, Washer/Dryer, Gas Grill
Smart TV, fireplace
The Pet-Friendly Surf Shack Hideaway on the Cove

Vacation Home in Eastham

The Pet-Friendly Surf Shack Hideaway on the Cove
10.0 out of 10, Exceptional, (21)
"Lovely property, spacious and VERY clean..location is ideal..."
United States
Kathy M.
$429 nightly
The price is $491
Jan 4 - Jan 5, 2026
Total with taxes and fees
The Pet-Friendly Surf Shack Hideaway on the Cove
4 bedrooms, desk, free WiFi, bed sheets
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok

Vacation Home in Eastham

Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
10.0 out of 10, Exceptional, (2)
"The house was beautiful, tucked away, and clean. It was spacious for two families with room for more comfortably. "
United States
michele I.
$577 nightly
The price is $660
Jan 4 - Jan 5, 2026
Total with taxes and fees
Solace in the Sun- Adj. Beds/Game Rm/Soakng Tub/Dog Ok
Exterior
WALK to the Beach + FirePit, Bikes, Paddleboards - Modern House

Vacation Home in Yarmouth

WALK to the Beach + FirePit, Bikes, Paddleboards - Modern House
10.0 out of 10, Exceptional, (3)
"The property is just beautiful. It is in such a nice area and we really enjoyed our stay! Thank you so much"
United States
Hailey B.
$463 nightly
The price is $513
Jan 4 - Jan 5, 2026
Total with taxes and fees
WALK to the Beach + FirePit, Bikes, Paddleboards - Modern House
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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Dennis Hotel Reviews

Chatham Wayside Inn

Chatham Wayside Inn

10/10 Excellent
"Charming, cozy , clean! "
Erica 1-night trip
Posted 3 days ago
Chatham Wayside Inn

Find out more about Dennis

Dennis Vacation Homes information

Number of reviews
562
Accommodation
3054 Vacation Homes
Lowest Price
$313
Highest Price
$720

Explore a world of travel with Expedia