Wenham Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Wenham

Exterior
Whole House Steps from Pleasant Pond

Whole House Steps from Pleasant Pond

Wenham
9.4 out of 10, Exceptional, (52)
"Great little place in a beautiful setting. 2 beds & 2 bathrooms made it perfect for teenage son and I. Would love to come back!"
United States
Lance S.
Whole House Steps from Pleasant Pond
Deluxe Studio | Desk, iron/ironing board, free WiFi, bed sheets
Temple Place Suites

Temple Place Suites

2.5 star property
Downtown Boston
7.0 out of 10, Good, (322)
"Pretty clean room, good location, resonable price."
Canada
Beiyu
$155 nightly
The price is $178
Dec 6 - Dec 7
Total with taxes and fees
Temple Place Suites
Lobby lounge
Global Luxury Suites Downtown Boston

Global Luxury Suites Downtown Boston

4.0 star property
Chinatown
8.0 out of 10, Very Good, (626)
"This unit and location was perfect for my trip! Super close to many of the attractions that we wanted to visit. "
United States
Lily
$151 nightly
The price is $173
Dec 15 - Dec 16
Total with taxes and fees
Global Luxury Suites Downtown Boston
Iron/ironing board, free WiFi, bed sheets
Premier Suites - Bay Village

Premier Suites - Bay Village

2.0 star property
Bay Village
6.4 out of 10, (251)
"Clean room, good location, check in check out easily!"
United States
HIEN T
$125 nightly
The price is $144
Dec 7 - Dec 8
Total with taxes and fees
Premier Suites - Bay Village
Desk, laptop workspace, free WiFi, bed sheets
Bay Village Suites

Bay Village Suites

2.0 star property
Bay Village
6.4 out of 10, (249)
"Great location nice neighborhood "
United States
Jose
$145 nightly
The price is $167
Dec 6 - Dec 7
Total with taxes and fees
Bay Village Suites
Exterior
Maverick Suites at 245 Newbury St

Maverick Suites at 245 Newbury St

2.0 star property
Back Bay
8.2 out of 10, Very Good, (154)
"Room was clean and a good size. Location was perfect - walking distance to where I needed to be. "
United States
Steven
$194 nightly
The price is $223
Jan 4 - Jan 5, 2026
Total with taxes and fees
Maverick Suites at 245 Newbury St
Luxury Suite 2 | Living area | Smart TV, Netflix, Hulu, streaming services
The Monty Boston

The Monty Boston

2.5 star property
Downtown Boston
9.4 out of 10, Exceptional, (28)
"Amazing property, would stay again."
United States
Doug
$590 nightly
The price is $678
Dec 7 - Dec 8
Total with taxes and fees
The Monty Boston
Front of property
Maverick Suites at 40 Temple St

Maverick Suites at 40 Temple St

2.0 star property
Beacon Hill
7.6 out of 10, Good, (102)
"Great place to stay, in such a good location with everything you need nearby. Definitely recommend 😌"
United Kingdom
Jordan Elizabeth Marie
$194 nightly
The price is $223
Jan 4 - Jan 5, 2026
Total with taxes and fees
Maverick Suites at 40 Temple St
Rooftop terrace
Global Luxury Suites East Boston

Global Luxury Suites East Boston

4.0 star property
East Boston
6.8 out of 10, (175)
"The place was very nice and nicely equipped, but a little difficult to locate."
United States
William
$189 nightly
The price is $218
Dec 14 - Dec 15
Total with taxes and fees
Global Luxury Suites East Boston
Smart TV, fireplace
Modern 2 BR, 1BA Near Convention Center & Seaport

Modern 2 BR, 1BA Near Convention Center & Seaport

South Boston
9.8 out of 10, Exceptional, (200)
"The apartment and location were excellent. We loved how convenient it was to access all the attractions."
United States
Monica B.
Modern 2 BR, 1BA Near Convention Center & Seaport
Dining
On River/Harvard Sq. two blocks

On River/Harvard Sq. two blocks

2.0 star property
West Cambridge
8.2 out of 10, Very Good, (29)
"Great place to stay! We loved our time there!"
United States
Melody
$213 nightly
The price is $244
Dec 23 - Dec 24
Total with taxes and fees
On River/Harvard Sq. two blocks
Apartment | 1 bedroom, desk, laptop workspace, free WiFi
Furnished Apartments near Encore Boston

Furnished Apartments near Encore Boston

2.5 star property
Everett
8.4 out of 10, Very Good, (8)
"Great place. Very clean. Great communication."
United States
Michele
$193 nightly
The price is $216
Dec 7 - Dec 8
Total with taxes and fees
Furnished Apartments near Encore Boston
Beach
The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!

The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!

Downtown Salem
9.6 out of 10, Exceptional, (61)
"Amazing place to stay! Love the attention to decorating details, from the spooky lighting to the Alexa “Scroll of Spells” and it’s within close walking distance to many Salem attractions! Would recommend to anyone!"
United States
More M.
$677 nightly
The price is $774
Dec 8 - Dec 9
Total with taxes and fees
The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!
Smart TV, DVD player, books, music library
Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston

Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston

Beacon Hill
8.6 out of 10, Excellent, (165)
"We loved our stay. The place was a little difficult to find (in the dark). The location is such an easy walk to the T and lots of other activities. We hope to be back next year. "
United States
Suzanne D.
Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston
Full-size fridge, microwave, oven, stovetop
Long Beach Suites

Long Beach Suites

2.0 star property
Gloucester
9.2 out of 10, Wonderful, (58)
"Best location and it's a very nice place. "
United States
Kylie
Long Beach Suites
Outdoor pool, pool umbrellas, sun loungers
Luxury Apartments by Hyatus at Boston Everett

Luxury Apartments by Hyatus at Boston Everett

3.0 star property
Everett
Luxury Apartments by Hyatus at Boston Everett
Interior
Leslie's Retreat: Spacious home ideally located to everything

Leslie's Retreat: Spacious home ideally located to everything

Salem
10.0 out of 10, Exceptional, (251)
"Great location, walking distance to everything! Beautiful well kept home."
United States
Susan G.
Leslie's Retreat: Spacious home ideally located to everything
First Floor 3-4 Bedrooms Apartment | Private kitchen | Fridge, microwave, coffee/tea maker, toaster
Apartments in Salem

Apartments in Salem

3.0 star property
Salem
8.0 out of 10, Very Good, (48)
"Property was fine. It is well located to see the sites in Salem. Only negative was that the neighbors were a bit loud at night. "
United States
Wes
$266 nightly
The price is $291
Dec 11 - Dec 12
Total with taxes and fees
Apartments in Salem
Outdoor dining
Stately on Cedar - Luxe 2-bedroom Beacon Hill apartment with AC, WiFi near MGH

Stately on Cedar - Luxe 2-bedroom Beacon Hill apartment with AC, WiFi near MGH

Beacon Hill
10.0 out of 10, Exceptional, (19)
"Very clean , great location , very timely in responding to any inquiries , great info packet at vrbo about local attractions "
United States
Matt B.
$695 nightly
The price is $799
Dec 6 - Dec 7
Total with taxes and fees
Stately on Cedar - Luxe 2-bedroom Beacon Hill apartment with AC, WiFi near MGH
Private kitchen
Great Apartment on River/ Harvard Square two blocks

Great Apartment on River/ Harvard Square two blocks

2.0 star property
West Cambridge
8.8 out of 10, Excellent, (28)
"Everything was great! We had a really fun stay and the place was perfect for what we needed! "
United States
millie p.
Great Apartment on River/ Harvard Square two blocks
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

Encore Boston Harbor

Encore Boston Harbor

10/10 Excellent
"Love the room and the view!"
Colleen 1-night trip
Posted 9 hours ago
Encore Boston Harbor

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 $144 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.

Explore a world of travel with Expedia

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 Dogs by Design & Cats Too 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.