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Wenham Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Wenham vacation rentals

A neatly made bed with a grey headboard, a bedside lamp, and a blue and white patterned rug.

1. 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.
The price is ￥40,130
￥67,313 total
includes taxes & fees
Oct 4 - Oct 5
Re-listed: Adorable Condo Beverly - Salem - Halloween
A modern kitchen with stainless steel appliances, white cabinets, and a large window.

2. 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
The price is ￥22,806
￥39,684 total
includes taxes & fees
Oct 20 - Oct 21
NEWLY RENOVATED STUDIO CLOSE TO DOWNTOWN IPSWICH
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.
The price is ￥26,738
￥33,380 total
includes taxes & fees
Oct 7 - Oct 8
The Essex of Gloucester
A spacious room with a high ceiling, a large bed, a green dining area, and a view of the outdoors.

4. 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
The price is ￥28,468
￥64,037 total
includes taxes & fees
Sep 30 - Oct 1
1 Mi to Downtown Salem: Studio w/ Fire Pit Access
A modern kitchen with stainless steel appliances, light grey cabinets, and a tiled backsplash.

5. 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.
The price is ￥22,806
￥43,998 total
includes taxes & fees
Sep 29 - Sep 30
Riverview charming apt near beach
A covered outdoor deck with a grill, a table with chairs, and an umbrella.

6. 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.
The price is ￥21,862
￥38,648 total
includes taxes & fees
Sep 28 - Sep 29
2b apt loft Downtown Ipswich
A marina filled with various boats anchored in calm waters.

7. 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, (39 reviews)
"Adorable studio, has everything you could need! The host was super responsive and welcoming. Would absolutely stay there again. "
United States
Alisha J.
The price is ￥45,611
￥70,623 total
includes taxes & fees
Oct 14 - Oct 15
Cozy Seaside studio in charming Marblehead with AC, WiFi. Short walk to downtown
A hallway with brick walls and a polished floor, leading to a door.

8. 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, (26 reviews)
"Easy, clean and a comfortable stay"
United States
Justin P.
Enjoyable 2-bedroom lower level apartment in charming Lynn
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
The price is ￥49,543
￥83,449 total
includes taxes & fees
Sep 29 - Sep 30
Cozy Salem Getaway. Historic Home Near All the Sights
A harbor with numerous boats and a prominent building with a clock tower in the background.

10. ♥ 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.
The price is ￥35,681
￥67,437 total
includes taxes & fees
Oct 5 - Oct 6
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
A modern kitchen with white cabinets, a central island, and a dining area with a glass table and black chairs.

11. 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.
The price is ￥76,910
￥116,477 total
includes taxes & fees
Oct 28 - Oct 29
Luxury and Modern Apt near Mall/ Hospital
A living room with a starry ceiling, a large TV, a red sofa, and a wooden floor.

12. Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem

Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem
Salem
9.8 out of 10, Exceptional, (14 reviews)
"Great location, very good communication, had everything we needed for our stay over Halloween! We had a wonderful time. "
United States
Robin P.
Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem
A hallway with a welcome sign, a kitchen area with a counter and stools, and a patterned rug.

13. Bee-Themed Stay Near Boston – A Sweet and Unique Getaway

Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
Billerica
10.0 out of 10, Exceptional, (17 reviews)
"It was a great stay. The place was cosy and had everything you need and stuff you forgot to bring . I will definitely be staying here again."
United States
Jonathan
The price is ￥23,611
￥41,308 total
includes taxes & fees
Oct 25 - Oct 26
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
A building with a turquoise exterior and white window frames.

14. 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
The price is ￥46,791
￥72,118 total
includes taxes & fees
Oct 5 - Oct 6
Charming 1-bedroom condo in marvelous Marblehead with hidden patio
A living room with a sectional sofa, a wooden coffee table, and a ceiling fan.

15. Cozy two bedroom house in the heart of Gloucester

Cozy two bedroom house in the heart of Gloucester
Gloucester
9.2 out of 10, Wonderful, (23 reviews)
"For our one night stay it was perfect, Clean and comfortable, plenty of basic's, bedding, towels and kitchen supply's."
United States
CHARLES
Cozy two bedroom house in the heart of Gloucester
A room with a large window overlooking a wooden deck with white railings and a lighthouse in the distance.

16. 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.
The price is ￥56,621
￥112,789 total
includes taxes & fees
Sep 29 - Sep 30
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
A marina with boats docked, a clear sky, and a street with parked cars.

17. Harborside Oasis ★ Harbor View ★ Heart of Downtown

Harborside Oasis ★ Harbor View ★ Heart of Downtown
Rockport
9.8 out of 10, Exceptional, (38 reviews)
"I couldn’t have asked for a better experience or location!! We loved every second we were there"
United States
Nicholas L.
The price is ￥19,817
￥44,283 total
includes taxes & fees
Oct 6 - Oct 7
Harborside Oasis ★ Harbor View ★ Heart of Downtown
A modern kitchen with a large island, white cabinets, and a view of a garden through a sliding glass door.

18. Historic Marblehead Nautical Home • Minutes to Salem

Historic Marblehead Nautical Home • Minutes to Salem
Marblehead Historic District
10.0 out of 10, Exceptional, (25 reviews)
"We enjoyed our stay at this property. It is in a great location. Easy to walk to restaurants and stores in Marblehead. It was nice to not have to spend more time in our car after driving from Georgia. Property had everything we needed to live comfortably during our stay."
United States
Kevin H.
The price is ￥62,575
￥113,466 total
includes taxes & fees
Oct 12 - Oct 13
Historic Marblehead Nautical Home • Minutes to Salem
A stone house with a garden bed, a hose, and a brick pathway.

19. Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.

Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
Medford
10.0 out of 10, Exceptional, (66 reviews)
"Excellent place to stay in Medford. Everything was great and we ended up only had two persons staying here, for which it was great!"
United States
Michael C.
The price is ￥19,534
￥40,265 total
includes taxes & fees
Sep 28 - Sep 29
Garden Studio, access to I-93 to Airport, Tufts U, Hiking & Chevalier Theater.
A harbor with boats docked, a pier, and houses along the shore.

20. 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.
The price is ￥18,166
￥42,390 total
includes taxes & fees
Oct 5 - Oct 6
Harbor Retreat ★ Ocean View ★ Heart of Downtown ★
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

10/10 Excellent
"One of my favorite hotels, always a great experience staying here."
Alexandra 1-night trip
Posted less than an hour ago
Seaport Hotel Boston

Find out more about Wenham

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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?

Whole House Steps from Pleasant Pond: This highly rated vacation home rental in Wenham offers a selection of games, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.