Wenham Holiday Rentals

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Wenham holiday rentals

Smart TV

Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking

Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking
Beverly
9.2 out of 10, Wonderful, (23 reviews)
"Cheerful decor, well-equipped kitchen, and clean. Good location in walking distance to restaurants. However, there was a musty smell throughout the building and rooms. "
United States
Julia
The price is HK$705
HK$2,170 total
includes taxes & fees
4 May - 5 May
Artful Escape • Minutes to Salem, Beach and Train to Boston • Private Parking
Exterior

Stylish Back Bay Retreat, Steps from Prudential

Stylish Back Bay Retreat, Steps from Prudential
Back Bay
8.6 out of 10, Excellent, (10 reviews)
"Beautiful place right on historic Newbury Street. I’ll definitely return and I’d highly recommend this apartment."
United States
JEANPAUL
The price is HK$964
HK$2,326 total
includes taxes & fees
5 May - 6 May
Stylish Back Bay Retreat, Steps from Prudential
1 bedroom, desk, iron/ironing board, WiFi

Perfect One Bedroom Stay In Downtown Boston!

Perfect One Bedroom Stay In Downtown Boston!
Downtown Boston
8.6 out of 10, Excellent, (18 reviews)
"Came to Boston to take a few college tours and this was a pretty central location. This property was also very close to several other places we were hoping to see while in town. Communication was great and check in was seamless. The property was clean and perfect for our stay. "
United States
elena d.
The price is HK$933
HK$1,868 total
includes taxes & fees
4 May - 5 May
Perfect One Bedroom Stay In Downtown Boston!
Iron/ironing board, free WiFi, bed sheets

Premier Suites - Bay Village

Premier Suites - Bay Village
2.0 star property
Bay Village
6.2 out of 10, (270 reviews)
"Booked it for just 1 night. Attended a concert at the MGM 2 miles away. No street parking, its downtown Boston. We paid 38 bucks for overnight parking around the corner. Property was clean, but no heat, no hot water. March in Boston is freezing. The host answered fast w generic answers about heat n hot water."
United States
Wanya
The price is HK$945
HK$1,491 total
includes taxes & fees
2 May - 3 May
Premier Suites - Bay Village
TV

Prime Central 1brm in North End Boston

Prime Central 1brm in North End Boston
North End
9.6 out of 10, Exceptional, (25 reviews)
"Location was ideal and property was well-kept and organized. Definitely would recommend for future visits."
United States
Taye A.
The price is HK$1,332
HK$3,035 total
includes taxes & fees
25 May - 26 May
Prime Central 1brm in North End Boston
Interior

Enjoyable 2-bedroom lower level apartment in charming Lynn

Enjoyable 2-bedroom lower level apartment in charming Lynn
Lynn
9.2 out of 10, Wonderful, (5 reviews)
The price is HK$917
HK$1,787 total
includes taxes & fees
8 May - 9 May
Enjoyable 2-bedroom lower level apartment in charming Lynn
Smart TV, books

Bright 2BR by Boston Waterfront

Bright 2BR by Boston Waterfront
East Boston
10.0 out of 10, Exceptional, (25 reviews)
"Great property to stay with proximity to everything you need, and a safe neighborhood to walk all times of the day. The hosts were very communicative and quick to respond to any questions I had. The apartment itself was spacious and had a nice kitchen to prepare meals. I would recommend to all considering a stay in East Boston!"
United States
Jordan
The price is HK$916
HK$2,169 total
includes taxes & fees
5 May - 6 May
Bright 2BR by Boston Waterfront
TV, offices

Come Visit Boston and Stay In Our Homey Studio

Come Visit Boston and Stay In Our Homey Studio
Downtown Boston
8.6 out of 10, Excellent, (4 reviews)
"Common areas outside of the room needed some work but overall was a good experience."
United States
Byron S.
The price is HK$1,152
HK$2,072 total
includes taxes & fees
7 May - 8 May
Come Visit Boston and Stay In Our Homey Studio
Lake

Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6

Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6
Ipswich
9.4 out of 10, Exceptional, (70 reviews)
"Comfortable stay in a great location."
United States
Amanda A.
The price is HK$979
HK$2,019 total
includes taxes & fees
3 May - 4 May
Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6
TV, books

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly

Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Wilmington
The price is HK$1,175
HK$5,036 total
includes taxes & fees
9 May - 10 May
Just Ducky: Lake Front, Easy Access to Boston, Mobility Friendly
Fridge, microwave, oven, stovetop

3BR3Bth Entire House/Steps to Downtown & TD Garden

3BR3Bth Entire House/Steps to Downtown & TD Garden
North End
10.0 out of 10, Exceptional, (10 reviews)
"This place is so cool! Was incredibly clean, updated and offered all the amenities you need for a weekend get away. The location is wonderful as well with lots of markets, bakeries and restaurants all within walking distance. This is a must stay! "
United States
mary j.
The price is HK$2,115
HK$4,835 total
includes taxes & fees
13 May - 14 May
3BR3Bth Entire House/Steps to Downtown & TD Garden
Interior

1 Mi to Downtown: Salem Vacation Rental!

1 Mi to Downtown: Salem Vacation Rental!
3.0 star property
Salem
10.0 out of 10, Exceptional, (3 reviews)
"Great overall stay! "
United States
Tessa
The price is HK$909
HK$2,861 total
includes taxes & fees
12 May - 13 May
1 Mi to Downtown: Salem Vacation Rental!
Private kitchen

The Essex of Gloucester

The Essex of Gloucester
Gloucester
10.0 out of 10, Exceptional, (5 reviews)
"The host was really accessible and easy to communicate with. We had all the info we needed for an easy check-in. The house was exceptionally clean and quiet. "
United States
Chris K.
The price is HK$1,253
HK$1,601 total
includes taxes & fees
6 May - 7 May
The Essex of Gloucester
Dining room

Long Beach Suites

Long Beach Suites
2.0 star property
East Gloucester
9.2 out of 10, Wonderful, (64 reviews)
"It's amazing & very private, has everything you could need!"
United States
Ashley
The price is HK$919
HK$2,558 total
includes taxes & fees
6 May - 7 May
Long Beach Suites
Interior

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, (12 reviews)
"Beautiful place that made our vacation even better. There were so many hidden gems and the amenities were abundant. "
United States
Elizabeth
The price is HK$847
HK$1,576 total
includes taxes & fees
10 May - 11 May
Bee-Themed Stay Near Boston – A Sweet and Unique Getaway
1 bedroom, desk, iron/ironing board, WiFi

Studio Awaits Your Next Stay!

Studio Awaits Your Next Stay!
Bay Village
9.2 out of 10, Wonderful, (5 reviews)
"Would stay again"
United States
mark p.
The price is HK$1,355
HK$2,411 total
includes taxes & fees
2 May - 3 May
Studio Awaits Your Next Stay!
1 bedroom, desk, iron/ironing board, Internet

Cozy Studio Steps from Boston Common and Theaters

Cozy Studio Steps from Boston Common and Theaters
Bay Village
8.0 out of 10, Very good, (12 reviews)
"Was clean and the location was perfect for my stay. "
United States
Laurie F.
The price is HK$705
HK$2,192 total
includes taxes & fees
3 May - 4 May
Cozy Studio Steps from Boston Common and Theaters
Smart TV

Hocus Pocus Season is here! Don’t miss it!

Hocus Pocus Season is here! Don’t miss it!
Salem
10.0 out of 10, Exceptional, (9 reviews)
"Great property!!!"
United States
Heather
The price is HK$845
HK$2,380 total
includes taxes & fees
3 May - 4 May
Hocus Pocus Season is here! Don’t miss it!
Smart TV

Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking

Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking
Ward Two
10.0 out of 10, Exceptional, (21 reviews)
"Excellent place to stay! Close to the T Red line, shopping and food. Quiet accommodations with good Wi-Fi. Nice neighborhood for exploring."
United States
Eric D.
The price is HK$1,257
HK$2,901 total
includes taxes & fees
4 May - 5 May
Boston 2bd King Bed near Harvard, MIT, subway near Boston. On-site free Parking
Fridge, microwave, oven, stovetop

Riverview charming apt near beach

Riverview charming apt near beach
Ipswich
9.8 out of 10, Exceptional, (33 reviews)
"Lovely place- close to town and had amazing views of the river."
United States
Stacia S.
The price is HK$901
HK$2,019 total
includes taxes & fees
3 May - 4 May
Riverview charming apt near beach
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

Battery Wharf Hotel, Boston Waterfront

Battery Wharf Hotel, Boston Waterfront

2/10 Terrible
"We booked waterfront premium hotel room and stay at Boston Warf Hotel for special family occasion on April 28 and 29th, 2026. We were provided a room which was next to internal hotel room under construction with heavy noise. The front desk and my complaint to the GM went with no corrective measures, rather they applied intimidation tactics and asked us to vacate the premises the next morning within 1.5hrs of our complaining. We left the hotel premises as soon as possible. We would not recommend this hotel to anyone based on our experience with the accommodation, hotel décor and dating. Our room furniture, carpet and the bathroom were dated for a premium waterfront room that we paid for. The management and staff behavior in our experience did not match the cosmopolitan environment and cultural mix that City of Boston represents. "
neena 2-night trip
Posted 7 hours ago
Battery Wharf Hotel, Boston Waterfront

Find out more about Wenham

Search for holiday rentals in Wenham on Expedia! You can easily find your home rentals, villas, holiday apartments in Wenham using one of the methods below:

  • View our selection of featured holiday rentals in Wenham
  • Use the map to find apartments and other holiday homes in the Wenham neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Wenham while they last

Look no further and take a look at our great range of rental properties in Wenham!

Frequently asked questions

Can I find a holiday rental in Wenham?

Yes, there are holiday rentals close to the most popular sights in Wenham, or you can select a more secluded option if you're looking for a relaxing 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 holiday rentals that Wenham has to offer?

Beach Life Bliss - steps to the beach: This holiday home rental outside of Wenham is located near the beach, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

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 wider area, you’ll find Encore Boston Harbor and North Shore Music Theatre.

What are holiday rentals like in Wenham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wenham. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a family trip.