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Wenham Vacation Rentals

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Check prices for these dates

Next weekend
Aug 29 - Aug 31
In two weeks
Sep 5 - Sep 7
In one month
Sep 19 - Sep 21
In two months
Oct 17 - Oct 19

Browse Select Wenham Vacation Homes

Our top choices for Wenham vacation homes

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Interior

Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

9.6 out of 10, Exceptional, (127)
"We stayed here for four days. It’s very clean nice beautiful place."
The price is CA $276
CA $618 total
includes taxes & fees
Sep 15 - Sep 16
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC
Leslie's Retreat: Spacious home ideally located to everything
Interior

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (239)
"If you are ever in need of a decent sized house for extended family during graduation (ours was at Endicott) this is the place! Convenient, Clean and so many beds to accommodate everyone comfortably (including our dog). It was great… thank you!"
Leslie's Retreat: Spacious home ideally located to everything
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Fridge, microwave, oven, stovetop

Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!

9.6 out of 10, Exceptional, (85)
"This place is so well located. So close everything. EXCELLENT.If one complaint sometimes upstairs people are very loud. Overall great stay"
The price is CA $207
CA $474 total
includes taxes & fees
Sep 9 - Sep 10
Prime Location!WALK TO WATER & HISTORIC DISTRICT!PRIVATE Large first floor apt!
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
Outdoor dining

Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!

9.6 out of 10, Exceptional, (42)
"We had a great weekend trip! The host was very responsive and accommodating and the property was perfect. "
Dog Friendly Home in Rockport- Less Than 1/2 Mile Walk to Beaches & Shops!
Coastal Retreat: steps to beach and town
Exterior

Coastal Retreat: steps to beach and town

10.0 out of 10, Exceptional, (4)
"A perfect family home for a holiday in New England."
Coastal Retreat: steps to beach and town
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester
Outdoor dining

"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester

9.8 out of 10, Exceptional, (76)
"Had the best family vacation at the Rocky Neck Hideaway, from the location, to the host, to the amenities, everything was excellent. The whole stay exceeded our expections and we will be back! "
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester
Moody Salem Home Away From Home
Fridge, microwave, oven, stovetop

Moody Salem Home Away From Home

10.0 out of 10, Exceptional, (14)
"Cozy little corner , perfect for taking a break and relaxing for a bit. Well situated and close to everything the city has to offer. Loved my stay here"
The price is CA $144
CA $404 total
includes taxes & fees
Aug 26 - Aug 27
Moody Salem Home Away From Home
1 Mi to Beach: Manchester-by-the-Sea Retreat!
Fridge, microwave, stovetop, dishwasher

1 Mi to Beach: Manchester-by-the-Sea Retreat!

10.0 out of 10, Exceptional, (1)
"Exactly as described. Charming in town home with everything you need. Gayle and Susan could not have been nicer to us. The back deck with dining table and the awning is great. We ate all our meals out there surrounded by plants and flowers in a peaceful setting. Highly recommend. The Mansfield beach is really nice and very popular."
1 Mi to Beach: Manchester-by-the-Sea Retreat!
Enchanting Hidden Door Escape
Fridge, microwave, oven, stovetop

Enchanting Hidden Door Escape

2.0 star property
10.0 out of 10, Exceptional, (17)
"Amazing modern house very clean and spacious. Would book again "
The price is CA $494
CA $1,043 total
includes taxes & fees
Sep 5 - Sep 6
Enchanting Hidden Door Escape
Coastal Modern Beachfront Chalet, sleeps 10+
Interior

Coastal Modern Beachfront Chalet, sleeps 10+

9.0 out of 10, Wonderful, (4)
"Lovely location on the beach, host very good and came back to messages! Unfortunately a few issues, a number of broken chairs (one completely collapsed on my mother), the fire alarms went off on a few occasions, we also put some buckets over a number of sharp metal poles in the ground! "
Coastal Modern Beachfront Chalet, sleeps 10+
Boston's Beach Home: Pool, 1min to Beach, Pet +
Fridge, microwave, oven, stovetop

Boston's Beach Home: Pool, 1min to Beach, Pet +

9.8 out of 10, Exceptional, (7)
"Great house in a centrally located area. House was cozy and steps from the beach. We highly recommend this place. "
Boston's Beach Home: Pool, 1min to Beach, Pet +
Charming 3-bedroom house in the HEART of SALEM!
Fridge, microwave, oven, stovetop

Charming 3-bedroom house in the HEART of SALEM!

10.0 out of 10, Exceptional, (2)
"The house was clean and beautiful and easily fit 6 people. The house was in walking distance from all attractions and restaurants on Essex Street. I would recommend this house and would stay there again."
Charming 3-bedroom house in the HEART of SALEM!
House near down town Salem
Exterior

House near down town Salem

9.6 out of 10, Exceptional, (50)
"Had a weekend getaway with my mom and sister for Mothers Day and this was the perfect spot to stay! It was a quick walk across the bridge to get to downtown Salem and all of the shops and museums. Owners were super helpful and responsive, and the house was clean and beautiful. It was nice and quiet and we felt so safe the whole time. Would definitely rebook if we return to the area!! "
The price is CA $281
CA $534 total
includes taxes & fees
Aug 25 - Aug 26
House near down town Salem
Luxury 6 BR·7 Beds·4.5 BA house in charming Marblehead & walkable to the ocean
Interior

Luxury 6 BR·7 Beds·4.5 BA house in charming Marblehead & walkable to the ocean

9.4 out of 10, Exceptional, (10)
The price is CA $832
CA $1,139 total
includes taxes & fees
Aug 28 - Aug 29
Luxury 6 BR·7 Beds·4.5 BA house in charming Marblehead & walkable to the ocean
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
Property grounds

Walk to Beach. Private Nature and Bird Watching Trail. Quiet.

9.0 out of 10, Wonderful, (61)
"Nice quiet hideaway close to a great beach. Very private with rustic charm. "
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester
Fridge, microwave, oven, stovetop

"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester

10.0 out of 10, Exceptional, (15)
"We had a great time at Captains lookout. The pictures were accurate and we love the view from the roof. The host was very accommodating and helpful. "
"Captain's Lookout" on Wonson Cove, Rocky Neck - Gloucester
Lake Access 4 Bed 3 Full Bath
Fridge, microwave, oven, stovetop

Lake Access 4 Bed 3 Full Bath

10.0 out of 10, Exceptional, (19)
"What a great place to cook dinner and have a night with the girls! "
The price is CA $542
CA $1,177 total
includes taxes & fees
Aug 25 - Aug 26
Lake Access 4 Bed 3 Full Bath
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Marina

Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

9.6 out of 10, Exceptional, (87)
"Easy and fast communication with host, was a great stay."
The price is CA $555
CA $1,027 total
includes taxes & fees
Aug 24 - Aug 25
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino
Quaint getaway with full kitchen and lush yard - close to the beach and downtown
Fridge, microwave, oven, stovetop

Quaint getaway with full kitchen and lush yard - close to the beach and downtown

9.2 out of 10, Wonderful, (121)
"We liked the location. It was close enough to walk to town. House had everything we needed and the 2 coffee pots was a plus for us."
Quaint getaway with full kitchen and lush yard - close to the beach and downtown
Walk to Front Beach: Dtwn Rockport Retreat!
Fridge, microwave, stovetop, dishwasher

Walk to Front Beach: Dtwn Rockport Retreat!

10.0 out of 10, Exceptional, (5)
Walk to Front Beach: Dtwn Rockport Retreat!
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

citizenM Boston North Station

citizenM Boston North Station

10/10 Excellent
"I missed the 11:30pm train but thankfully Citizens is right next door. I was able to book the room and check in within 10 minutes. I was so happy with my room, I had an amazing view. Nice clean shower and space for a single person or couple. Will always stay at Citizens when I go to Boston now!"
Zoe 1-night trip
Posted 7 hours ago
citizenM Boston North Station