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Wenham Vacation Rentals

Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Wenham vacation rentals

A modern kitchen with stainless steel appliances, white cabinets, and a large window.

1. NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH

NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
Ipswich
9.8 out of 10, Exceptional, (31 reviews)
"Nice and clean. Close enough to walk to things in town."
United States
Pastor Chris
$212 nightly
The price is $233
Nov 1 - Nov 2
Total with taxes and fees
NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
A modern kitchen with stainless steel appliances, light grey cabinets, and a tiled backsplash.

2. Riverview charming apt near beach

Riverview charming apt near beach
Ipswich
9.6 out of 10, Exceptional, (43 reviews)
"Lovely place- close to town and had amazing views of the river."
United States
Stacia S.
$235 nightly
The price is $258
Nov 1 - Nov 2
Total with taxes and fees
Riverview charming apt near beach
A modern kitchen with white cabinets, a granite countertop, a built-in oven, and a stainless steel sink.

3. The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (14 reviews)
"Very clean and perfect place to stay while we were in a wedding at the Beauport! The host checked in often and made us feel very welcomed and at home"
United States
Katie B.
$296 nightly
The price is $331
Oct 7 - Oct 8
Total with taxes and fees
The Essex of Gloucester
A covered outdoor deck with a grill, a table with chairs, and an umbrella.

4. 2b apt loft Downtown Ipswich

2b apt loft Downtown Ipswich
Ipswich
9.0 out of 10, Wonderful, (52 reviews)
"Everything was fabulous, but the access via the spiral staircase was a not for someone physically compromised."
United States
Helen M.
$252 nightly
The price is $276
Oct 19 - Oct 20
Total with taxes and fees
2b apt loft Downtown Ipswich
A spacious room with a high ceiling, a large bed, a green dining area, and a view of the outdoors.

5. 1 Mi to Downtown Salem: Studio w/ Fire Pit Access

1 Mi to Downtown Salem: Studio w/ Fire Pit Access
3.0 star property
Salem
9.6 out of 10, Exceptional, (5 reviews)
"Studio was very nicely laid out and the owner of the property was friendly! Area the house was in was quiet but yet still walkable to downtown Salem. Bagel place across the street was amazing as well"
United States
chris
1 Mi to Downtown Salem: Studio w/ Fire Pit Access
A modern living room with a sofa, a coffee table, and a TV on a stand. There is a kitchen in the background with a fridge and a microwave.

6. Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston

Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
Beverly
10.0 out of 10, Exceptional, (7 reviews)
"Great little spot if you need to stay close to downtown Salem. Would recommend!"
United States
Corey W.
$402 nightly
The price is $449
Oct 26 - Oct 27
Total with taxes and fees
Witchy Hideaway Cottage; Close to Beaches, Salem & Train to Boston
A hallway with brick walls and a polished floor, leading to a door.

7. Enjoyable 2-bedroom lower level apartment in charming Lynn

Enjoyable 2-bedroom lower level apartment in charming Lynn
Lynn
9.0 out of 10, Wonderful, (27 reviews)
"NICE PLACE TO USE AS A BASE TO SEE TO TRAVEL FROM"
United States
Rodney S.
$187 nightly
The price is $205
Oct 29 - Oct 30
Total with taxes and fees
Enjoyable 2-bedroom lower level apartment in charming Lynn
A neatly made bed with a grey headboard, a bedside lamp, and a blue and white patterned rug.

8. Re-listed: Adorable Condo Beverly - Salem - Halloween

Re-listed: Adorable Condo Beverly - Salem - Halloween
Beverly
10.0 out of 10, Exceptional, (25 reviews)
"Great location Lots of walking to good food and a few great vintage and thrift stores"
United States
Christine L.
$351 nightly
The price is $392
Oct 26 - Oct 27
Total with taxes and fees
Re-listed: Adorable Condo Beverly - Salem - Halloween
A statue of a figure in a cloak on a stone pedestal with a shield, surrounded by a fence and flowers, in front of a building with a sign that reads "Stepping Stone Inn".

9. Cozy Salem Getaway. Historic Home Near All the Sights

Cozy Salem Getaway. Historic Home Near All the Sights
Salem
9.4 out of 10, Exceptional, (63 reviews)
"Super cute place, spare bedroom w/ bunk beds if you're bringing family, 20min walk to all the attractions and restaurants, I chose to use Uber instead. I had a great time."
United States
Mantas
$656 nightly
The price is $733
Oct 6 - Oct 7
Total with taxes and fees
Cozy Salem Getaway. Historic Home Near All the Sights
A kitchen with wooden cabinets, a central island with bar stools, a built-in bookshelf, and a view through glass doors.

10. Beach Life Bliss - steps to the beach

Beach Life Bliss - steps to the beach
Gloucester
9.8 out of 10, Exceptional, (57 reviews)
"Nice home with great kitchen and all the amenities."
United States
rick b.
$326 nightly
The price is $364
Oct 20 - Oct 21
Total with taxes and fees
Beach Life Bliss - steps to the beach
A harbor with numerous boats and a prominent building with a clock tower in the background.

11. ♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Marblehead Historic District
9.8 out of 10, Exceptional, (81 reviews)
"Great location, clean and comfortable, responsive host. Overall, a terrific stay. "
United States
Tiffany F.
$328 nightly
The price is $367
Nov 1 - Nov 2
Total with taxes and fees
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
A compact kitchenette with a microwave, refrigerator, and a coffee maker on a white countertop.

12. Charming 2-bedroom house in Salem perfect for your getaway

Charming 2-bedroom house in Salem perfect for your getaway
Salem
$492 nightly
The price is $550
Nov 1 - Nov 2
Total with taxes and fees
Charming 2-bedroom house in Salem perfect for your getaway
A living room with a fireplace, a blue sofa, a coffee table, and a ceiling fan.

13. Historic Salem 1 Bedroom Apartment + Office & Walk to Downtown

Historic Salem 1 Bedroom Apartment + Office & Walk to Downtown
Salem
10.0 out of 10, Exceptional, (4 reviews)
"Great stay and the host was very responsive and helpful!"
United States
Chloe K.
Historic Salem 1 Bedroom Apartment + Office & Walk to Downtown
A harbor with boats docked, a pier, and houses along the shore.

14. Harbor Retreat ★ Ocean View ★ Heart of Downtown ★

Harbor Retreat ★ Ocean View ★ Heart of Downtown ★
Rockport
9.8 out of 10, Exceptional, (43 reviews)
"This is our second year staying at Gigi's place. It's such a great location and value. It offers everything we like during the off season without the crowds and is such a clean and comfortable place to stay."
United States
Victoria P.
$247 nightly
The price is $282
Oct 5 - Oct 6
Total with taxes and fees
Harbor Retreat ★ Ocean View ★ Heart of Downtown ★
A building with a turquoise exterior and white window frames.

15. Charming 1-bedroom condo in marvelous Marblehead with hidden patio

Charming 1-bedroom condo in marvelous Marblehead with hidden patio
Marblehead Historic District
9.8 out of 10, Exceptional, (16 reviews)
"The apartment is charming Very close to historic Marblehead and restaurants"
United States
Joanna
$438 nightly
The price is $489
Oct 5 - Oct 6
Total with taxes and fees
Charming 1-bedroom condo in marvelous Marblehead with hidden patio
A marina with boats docked, a clear sky, and a street with parked cars.

16. Harborside Oasis ★ Harbor View ★ Heart of Downtown

Harborside Oasis ★ Harbor View ★ Heart of Downtown
Rockport
9.8 out of 10, Exceptional, (40 reviews)
"Was a fantastic place to stay. Host was great as well."
United States
Wesley G.
$257 nightly
The price is $294
Oct 6 - Oct 7
Total with taxes and fees
Harborside Oasis ★ Harbor View ★ Heart of Downtown
A marina filled with various boats anchored in calm waters.

17. Cozy Seaside studio in charming Marblehead with AC, WiFi. Short walk to downtown

Cozy Seaside studio in charming Marblehead with AC, WiFi. Short walk to downtown
Marblehead
10.0 out of 10, Exceptional, (41 reviews)
"Adorable studio, has everything you could need! The host was super responsive and welcoming. Would absolutely stay there again. "
United States
Alisha J.
$294 nightly
The price is $328
Nov 1 - Nov 2
Total with taxes and fees
Cozy Seaside studio in charming Marblehead with AC, WiFi. Short walk to downtown
A room with a large window overlooking a wooden deck with white railings and a lighthouse in the distance.

18. The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home

The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
Marblehead
9.8 out of 10, Exceptional, (24 reviews)
"The property was lovely and well kept! And the location was amazing! Very nice and quiet neighborhood - definitely recommend "
United States
Katherine B.
$737 nightly
The price is $823
Nov 1 - Nov 2
Total with taxes and fees
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
A coastal town with houses along the shoreline, a beach, and a rocky outcrop.

19. Downtown Rockport · King Bed w/Parking · Walk to Train

Downtown Rockport · King Bed w/Parking · Walk to Train
Rockport
9.8 out of 10, Exceptional, (42 reviews)
"Perfect house for a stay in Rockport. Clean, well decorated and the perfect location for walking around the town and also exploring the east coast. "
United States
Leanna S.
$277 nightly
The price is $309
Oct 5 - Oct 6
Total with taxes and fees
Downtown Rockport · King Bed w/Parking · Walk to Train
A modern kitchen with white cabinets, a central island, and a dining area with a glass table and black chairs.

20. Luxury and Modern Apt near Mall/ Hospital

Luxury and Modern Apt near Mall/ Hospital
Danvers
10.0 out of 10, Exceptional, (66 reviews)
"Place was very spacious and very clean. Close to many great attractions. Stayed here for a family weekend wedding. I would stay here again"
United States
Vincent M.
$600 nightly
The price is $670
Oct 19 - Oct 20
Total with taxes and fees
Luxury and Modern Apt near Mall/ Hospital
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.
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Top Wenham Hotel Reviews

Seaport Hotel Boston

Seaport Hotel Boston

8/10 Good
"location"
Joseph 3-night trip
Posted 1 hour ago
Seaport Hotel Boston

Find out more about Wenham

Everything you need to know about Wenham 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 Wenham 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 Wenham vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Wenham vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wenham. 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 Wenham 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 $206 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 Wenham rentals

At Expedia, we put the best Wenham 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 Wenham 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 Wenham 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 Wenham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Frequently asked questions

Can I find a vacation rental in Wenham?

Yes, we give you a choice of vacation rentals close to top local attractions in Wenham, or you can choose a more remote option if you'd like a relaxing place to stay. Wenham is known for its baseball games and riverfront. Make sure you have time to check out the restaurants and shopping during your trip.

What are some of the best vacation home rentals that Wenham has to offer?

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots: Visitors like this Wenham vacation home rental. It offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a hot tub and a selection of books.

What can I see and do in Wenham?

Ipswich River and Pine and Hemlock Knoll are a couple of scenic spots to enjoy the outdoors, whereas Wenham Museum is one of the cultural attractions. In the larger area, you’ll find Encore Boston Harbor and North Shore Music Theatre.

What are vacation rentals like in Wenham?

Vacation rentals are privately owned properties you can reserve for a few days or a quick weekend in Wenham. Vacation rentals feature amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can offer a sense of privacy away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular choice for a family trip or a small group gathering.