Search Vacation Homes in Wenham

Start date: Check-in selected.
To Date
End date: Check-out

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

Next weekend
Dec 12 - Dec 14
In two weeks
Dec 19 - Dec 21
In one month
Jan 2 - Jan 4
In two months
Jan 30 - Feb 1

Vacation Homes in Wenham

Fridge, microwave, oven, stovetop
Oceanside Village Home~Private Fenced Yard~Reserved Parking

Oceanside Village Home~Private Fenced Yard~Reserved Parking

Gloucester
9.6 out of 10, Exceptional, (9)
"House was nice, with a great back yard. Just a short walk to beautiful rocks overlooking the ocean."
United States
Jeri S.
Oceanside Village Home~Private Fenced Yard~Reserved Parking
House (Plovers Nest) | Exterior
Plovers Nest

Plovers Nest

3.0 star property
Newburyport
10.0 out of 10, Exceptional, (2)
"Clean and well cared for; high end finishes; small but adorable with beautiful views from upstairs bedroom. Good communication with owners. "
United States
Anat
$376 nightly
The price is $420
Dec 8 - Dec 9
Total with taxes and fees
Plovers Nest
Smart TV, fireplace
2BR Historic Marblehead Home+Minutes to Beach

2BR Historic Marblehead Home+Minutes to Beach

2.0 star property
Marblehead
10.0 out of 10, Exceptional, (18)
"Enjoyed our stay. "
United States
Mary D.
$311 nightly
The price is $347
Dec 8 - Dec 9
Total with taxes and fees
2BR Historic Marblehead Home+Minutes to Beach
Fridge, microwave, oven, stovetop
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed

Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed

Rockport
10.0 out of 10, Exceptional, (13)
"Cozy house in great location. We would definitely stay here again. "
United States
John D.
$300 nightly
The price is $335
Dec 3 - Dec 4
Total with taxes and fees
Family Friendly 2BR Home · Walk to Beach + Downtown Rockport · KING Bed
Beach nearby, sun loungers
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

2.0 star property
Rockport
10.0 out of 10, Exceptional, (35)
"This is a great place to stay! It was super clean and comfy. I would go back! "
United States
Amanda C.
$311 nightly
The price is $347
Dec 3 - Dec 4
Total with taxes and fees
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!
Terrace/patio
Gorgeous Beacon Hills Studio next to State house

Gorgeous Beacon Hills Studio next to State house

Beacon Hill
9.8 out of 10, Exceptional, (30)
"great room and better location "
United States
jonathan C.
$304 nightly
The price is $350
Dec 7 - Dec 8
Total with taxes and fees
Gorgeous Beacon Hills Studio next to State house
Smart TV, books
The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill

The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill

2.0 star property
Rockport
9.8 out of 10, Exceptional, (7)
"We had a great stay! Perfect location and a great setup for our family. Beautiful outdoor area and we were lucky with the weather! "
United States
Matt T.
$338 nightly
The price is $377
Dec 3 - Dec 4
Total with taxes and fees
The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill
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)
"Comfortable stay in a great location."
United States
Amanda A.
$239 nightly
The price is $262
Jan 1 - Jan 2, 2026
Total with taxes and fees
Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6
Interior
3BR3Bth Entire House/Steps to Downtown & TD Garden

3BR3Bth Entire House/Steps to Downtown & TD Garden

North End
10.0 out of 10, Exceptional, (2)
"Clean and bright throughout, host was great with timely responses to all inquiries. Maybe not the best for young children bc of the all the stairs (which are beautiful btw)."
United States
Margaret S.
$599 nightly
The price is $689
Dec 14 - Dec 15
Total with taxes and fees
3BR3Bth Entire House/Steps to Downtown & TD Garden
Fridge, microwave, oven, stovetop
Across From Beach | High-End Home | "The Nest"

Across From Beach | High-End Home | "The Nest"

Newbury
10.0 out of 10, Exceptional, (13)
"Wolf appliances, top notch fixtures, comfortable bed, large deck. Such a comfortable place to stay"
United States
Stephanie R.
$447 nightly
The price is $472
Dec 7 - Dec 8
Total with taxes and fees
Across From Beach | High-End Home | "The Nest"
On the beach
*NEW Spooky Halloween 2BR|Downtown|Parking

*NEW Spooky Halloween 2BR|Downtown|Parking

Salem
9.2 out of 10, Wonderful, (47)
"Very clean, quiet and convenient location! The owners checked in with me through the app to make sure we had everything we needed. I would stay again!"
United States
Rebecca T.
$256 nightly
The price is $293
Dec 3 - Dec 4
Total with taxes and fees
*NEW Spooky Halloween 2BR|Downtown|Parking
Exterior detail
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking

South Medford
9.6 out of 10, Exceptional, (4)
"The place was great and the host was very quick to respond. "
United States
Patrisha C.
$629 nightly
The price is $703
Dec 26 - Dec 27
Total with taxes and fees
Cozy 4BR Home by Tufts w/ Subway Access to Downtown, MIT, Harvard + Free Parking
Fridge, microwave, oven, stovetop
LUXE 3BR Near Boston, Airport, and Beach!

LUXE 3BR Near Boston, Airport, and Beach!

Revere
9.8 out of 10, Exceptional, (6)
"Very nice and comfortable place to stay in a very quiet neighborhood. Host was very caring and quick to respond. Two thumbs up👍👍"
Canada
Irma S.
$274 nightly
The price is $306
Dec 14 - Dec 15
Total with taxes and fees
LUXE 3BR Near Boston, Airport, and Beach!
Dining
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8

Gloucester
10.0 out of 10, Exceptional, (6)
"We stayed at this house for a week. Great location, quiet neighborhood, beds were confortable and communication with the host was great. We would definitely stay here again"
United States
Am B.
$466 nightly
The price is $520
Dec 3 - Dec 4
Total with taxes and fees
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
Outdoor dining
Nothing Fancy Older Pet Friendly Home – near I-95

Nothing Fancy Older Pet Friendly Home – near I-95

Georgetown
9.0 out of 10, Wonderful, (2)
"Such a great place! Lots of room, beautiful backyard, and quiet. Perfect for relaxing after a day of exploring. We would love to stay again! "
United States
Megan H.
$278 nightly
The price is $294
Dec 4 - Dec 5
Total with taxes and fees
Nothing Fancy Older Pet Friendly Home – near I-95
Property grounds
Entire 4BR 2 Bath Home l Minutes to Downtown Salem

Entire 4BR 2 Bath Home l Minutes to Downtown Salem

2.0 star property
Salem
10.0 out of 10, Exceptional, (18)
"Stayed here with the family for a wedding and then stuck around a couple days to see the sights. Wonderful location since we were able to walk almost everywhere we wanted to go. "
United States
Nancy B.
$368 nightly
The price is $411
Dec 4 - Dec 5
Total with taxes and fees
Entire 4BR 2 Bath Home l Minutes to Downtown Salem
Fridge, microwave, oven, stovetop
Home w/firepit l Walk to Bearskin Neck+Beach

Home w/firepit l Walk to Bearskin Neck+Beach

2.0 star property
Rockport
10.0 out of 10, Exceptional, (2)
"Beautiful house, lots of places and nooks to sit and enjoy. Great ammenities, very cozy, well stocked. A short walk to the beach to enjoy sunrises..A short walk to city center, friendly people, great art scene. We loved our stay and would love to come again."
United States
gila
$390 nightly
The price is $436
Dec 3 - Dec 4
Total with taxes and fees
Home w/firepit l Walk to Bearskin Neck+Beach
Fridge, microwave, oven, stovetop
Moody Salem Home Away From Home

Moody Salem Home Away From Home

Salem
9.8 out of 10, Exceptional, (21)
"The house was clean and perfect for my husband and i. The hosts was very accommodating and answerd right away when asked any questions. It really was a home away from home. Walking distance to everything in Salem. Would stay there again. "
United States
Brandy
$236 nightly
The price is $264
Dec 7 - Dec 8
Total with taxes and fees
Moody Salem Home Away From Home
Beach nearby
Riverside Retreat | MTR | Laundry | Renovated

Riverside Retreat | MTR | Laundry | Renovated

Newbury
8.4 out of 10, Very Good, (6)
"We loved everything about this place. Walk to the Beach, the sunset Bar and close to Newburyport. The house was perfectly decorated and has a nice little yard and outdoor shower."
United States
Timothy N.
$447 nightly
The price is $472
Dec 3 - Dec 4
Total with taxes and fees
Riverside Retreat | MTR | Laundry | Renovated
Beach
Beautiful Hill top 2BR Near Boston & Salem

Beautiful Hill top 2BR Near Boston & Salem

2.0 star property
Lynn
$167 nightly
The price is $184
Dec 3 - Dec 4
Total with taxes and fees
Beautiful Hill top 2BR Near Boston & Salem
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.
View all properties

Black Friday Sale

Limited-time deals: Save up to 50% on select hotels.
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Wenham Hotel Reviews

Omni Boston Hotel at the Seaport

Omni Boston Hotel at the Seaport

10/10 Excellent
"Staff was very friendly and helpful. Rooms were clean and new. "
Rosemarie 3-night trip
Posted 22 hours ago
Omni Boston Hotel at the Seaport

Find out more about Wenham

Wenham Vacation Homes information

Number of reviews
303
Accommodation
626 Vacation Homes
Lowest Price
$184
Highest Price
$703

Explore a world of travel with Expedia