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Check prices for these dates

In two weeks
13 Feb - 15 Feb
In two months
27 Mar - 29 Mar
In three months
24 Apr - 26 Apr
In four months
22 May - 24 May

Our top choices for Middleton vacation homes

Fridge, microwave, oven, stovetop

Vacation Home in North End

3BR3Bth Entire House/Steps to Downtown & TD Garden
10.0 out of 10, Exceptional, (5 reviews)
"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.
The price is AED 805
AED 1,998 total
includes taxes & fees
29 Jan - 30 Jan
3BR3Bth Entire House/Steps to Downtown & TD Garden
Terrace/patio

Vacation Home in Beacon Hill

Gorgeous Beacon Hills Studio next to State house
9.8 out of 10, Exceptional, (33 reviews)
"Loved the private outdoor patio"
United States
Robin P.
The price is AED 658
AED 1,292 total
includes taxes & fees
29 Jan - 30 Jan
Gorgeous Beacon Hills Studio next to State house
Outdoor dining

Vacation Home in Rockport

The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill
9.8 out of 10, Exceptional, (7 reviews)
"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.
The price is AED 393
AED 1,326 total
includes taxes & fees
28 Jan - 29 Jan
The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill
Property grounds

Vacation Home in Salem

*NEW Spooky Halloween |2BR|Parking|Downtown Salem
9.2 out of 10, Wonderful, (51 reviews)
"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.
The price is AED 441
AED 1,054 total
includes taxes & fees
1 Feb - 2 Feb
*NEW Spooky Halloween |2BR|Parking|Downtown Salem
Property grounds

Vacation Home in Gloucester

3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
10.0 out of 10, Exceptional, (7 reviews)
"Easy, clean, helpful host, great location!!"
United States
Brady D.
3BR Oceanview Townhouse on Boulevard I Walk to downtown l Sleeps 8
Dining

Vacation Home in Georgetown

Nothing Fancy Older Pet Friendly Home – near I-95
9.4 out of 10, Exceptional, (3 reviews)
"Came for a short stay and had absolutely no complaints. Easy entry, great communication and an amazing home to stay in. Would highly recommend:)"
United States
Fedalis R.
The price is AED 437
AED 1,171 total
includes taxes & fees
24 Feb - 25 Feb
Nothing Fancy Older Pet Friendly Home – near I-95
TV

Vacation Home in East Somerville

LUXE 4BDR/2BA Near Boston- T-Station & Encore Casino
10.0 out of 10, Exceptional, (2 reviews)
"Great stay and host was very responsive to any questions. "
United States
Matt R.
The price is AED 390
AED 1,269 total
includes taxes & fees
31 Jan - 1 Feb
LUXE 4BDR/2BA Near Boston- T-Station & Encore Casino
Property grounds

Vacation Home in Rockport

Home w/firepit l Walk to Bearskin Neck+Beach
10.0 out of 10, Exceptional, (2 reviews)
"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
The price is AED 691
AED 1,953 total
includes taxes & fees
1 Feb - 2 Feb
Home w/firepit l Walk to Bearskin Neck+Beach
Exterior

Vacation Home in South Medford

Cozy Large House close to TUFTS/Harvard/MIT 4BR
9.6 out of 10, Exceptional, (8 reviews)
"Very nice house check in was easy there was parking and the beds were comfortable. Shower with great water pressure and a well stocked kitchen for making and eating food! "
United States
Ronan B.
The price is AED 521
AED 1,671 total
includes taxes & fees
28 Jan - 29 Jan
Cozy Large House close to TUFTS/Harvard/MIT 4BR
Interior

Vacation Home in Everett

Stylish Boston-Area Duplex - Free Parking, Yard, Comfortable Stay
9.4 out of 10, Exceptional, (28 reviews)
"Nice, clean, beautiful home"
United States
Terilee S.
The price is AED 474
AED 1,288 total
includes taxes & fees
28 Jan - 29 Jan
Stylish Boston-Area Duplex - Free Parking, Yard, Comfortable Stay
3 bedrooms, iron/ironing board, WiFi, bed sheets

Vacation Home in South Medford

Cozy House close to TUFTS, Harvard, MIT 3BR
9.6 out of 10, Exceptional, (15 reviews)
"We had a great time at Alberto’s place. He was an excellent host. He answered all our questions about the property before we checked in, and made the check in process very easy. The house was great and had everything we needed. We would definitely stay with Alberto again!"
United States
Christopher M.
The price is AED 440
AED 1,535 total
includes taxes & fees
28 Jan - 29 Jan
Cozy House close to TUFTS, Harvard, MIT 3BR
Fridge, microwave, oven, stovetop

Vacation Home in Everett

2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino
10.0 out of 10, Exceptional, (6 reviews)
"Great neighborhood! House is beautiful and alot bigger then expected! If we ever get back to the area, this would be my first pick to stay. "
United States
Danielle s.
The price is AED 628
AED 1,358 total
includes taxes & fees
28 Jan - 29 Jan
2 bedroom's 1 bathroom 10 min-Airport/Downtown Boston 7 min-Encore Casino
Terrace/patio

Vacation Home in Newbury

Riverside Retreat • Cozy Coastal Cottage • Laundry
8.4 out of 10, Very Good, (6 reviews)
"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.
The price is AED 628
AED 1,580 total
includes taxes & fees
3 Feb - 4 Feb
Riverside Retreat • Cozy Coastal Cottage • Laundry
Interior

Vacation Home in Marblehead

The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
9.6 out of 10, Exceptional, (15 reviews)
"We used this lovely home as our hub to explore nearby Salem and really enjoyed the house!We were 3 couples, and had plenty of space to spread out and spend time together. The scenery here just simply can't be beat, and we all wished we could have stayed longer to appreciate the island and the home more."
United States
Remy G.
The price is AED 753
AED 2,064 total
includes taxes & fees
10 Feb - 11 Feb
The Sunset Lighthouse Marblehead - Exclusive Waterfront 3brm/2.5bath Home
Beach

Vacation Home in Swampscott

Entire Lower Level of the House, Across From The Beach
9.8 out of 10, Exceptional, (25 reviews)
"Wonderful place! Diana was a wonderful host and provided everything we needed for a cozy stay on our girls trip!"
United States
Dana F.
The price is AED 727
AED 1,305 total
includes taxes & fees
28 Jan - 29 Jan
Entire Lower Level of the House, Across From The Beach
House | 3 bedrooms

Vacation Home in Billerica

Lakeview Getaway With Hot Tub
2.0 star property
The price is AED 757
AED 2,202 total
includes taxes & fees
1 Feb - 2 Feb
Lakeview Getaway With Hot Tub
Dining

Vacation Home in Salem

Entire 4BR 2 Bath Home l Minutes to Downtown Salem
10.0 out of 10, Exceptional, (18 reviews)
"Our stay was fantastic. Great location, only an 8 minute walk to Essex st. Great host as well! "
United States
Adam R.
The price is AED 652
AED 1,770 total
includes taxes & fees
23 Feb - 24 Feb
Entire 4BR 2 Bath Home l Minutes to Downtown Salem
TV, offices

Vacation Home in Newburyport

Circa 1789 • Historic South End Home • Back Patio
9.8 out of 10, Exceptional, (9 reviews)
"This is a very nice property and host, in a perfect location to the water and downtown restaurants and shops. Highly recommend staying here!!"
United States
Gail C.
The price is AED 672
AED 1,839 total
includes taxes & fees
3 Feb - 4 Feb
Circa 1789 • Historic South End Home • Back Patio
Property grounds

Vacation Home in Everett

3 Large Bedrooms | Modern Décor | Spacious
3 Large Bedrooms | Modern Décor | Spacious
Smart TV

Vacation Home in Dorchester

Centrally located in the heart of Boston near T
9.0 out of 10, Wonderful, (22 reviews)
"This was the best vacation, the owner was available to talk anytime to make my stay pleasant."
United States
ADEWALE A.
The price is AED 657
AED 1,659 total
includes taxes & fees
2 Feb - 3 Feb
Centrally located in the heart of Boston near T
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 Middleton Hotel Reviews

The Dagny Boston

The Dagny Boston

10/10 Excellent
"Lovely staff. Clean rooms. Good exercise room. Would love to stay again"
Sarah 1-night trip
Posted 2 hours ago
The Dagny Boston