Search Vacation Homes in Middleton

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Vacation Homes in Middleton

Casa Castor • Private Room 1

9.0 out of 10, Wonderful, (2)
"We loved staying at Judith's place! Much recommended!"
The price is AED 363
AED 487 total
includes taxes & fees
15 Sep - 16 Sep
Casa Castor • Private Room 1

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

9.4 out of 10, Exceptional, (63)
"This was a nice clean little apt. located in a quiet older homes neighborhood. It has all the appliances. There are steps up to the property that elderly might want to consider but we were very pleased with our stay there."
The price is AED 533
AED 1,036 total
includes taxes & fees
8 Sep - 9 Sep
Cozy and beatifull 2br in New England . 5 min drive to the beach /sleeps 6

Plovers Nest

3.0 star property
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. "
Plovers Nest

NEW 2BR Historic Marblehead Home+Minutes to Beach

2.0 star property
10.0 out of 10, Exceptional, (13)
"We loved staying here, enjoying all that Marblehead had to offer. It was the perfect distance from both Salem and Boston and had lots to offer when we decided to stay in. We came on an unseasonably cold week but stayed nice and cozy in the Vrbo. Highly recommend! "
The price is AED 767
AED 1,813 total
includes taxes & fees
24 Sep - 25 Sep
NEW 2BR Historic Marblehead Home+Minutes to Beach

Beacon Hill Studio with Full Kitchen, Short Walk to MGH, Multiple Train Lines

The price is AED 680
AED 1,520 total
includes taxes & fees
25 Sep - 26 Sep
Beacon Hill Studio with Full Kitchen, Short Walk to MGH, Multiple Train Lines

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

2.0 star property
9.8 out of 10, Exceptional, (6)
"My wife and I stayed at the Ladybug in mid-May just as the shops and restaurants were opening up. And as luck would have it the weather was great. We had a great time visiting the shops and walking along the coast trail. Would definitely stay again."
The price is AED 621
AED 1,608 total
includes taxes & fees
28 Sep - 29 Sep
The Ladybug • 2BR Cottage Steps 2 Bearskin Neck • 2 Parking Spaces, Patio, Grill

Spacious & Convenient 1BR unit-20min to Boston

2.0 star property
9.8 out of 10, Exceptional, (10)
"The host stays in the same building and are friendly and helpful. We enjoy the timely response from th host, the clean and modern property, and the convenient location! "
The price is AED 615
AED 1,372 total
includes taxes & fees
9 Sep - 10 Sep
Spacious & Convenient 1BR unit-20min to Boston

Lovely 2 bedroom- kitchenette

2.0 star property
9.2 out of 10, Wonderful, (5)
"It served our purpose well. I would use it again"
The price is AED 513
AED 1,771 total
includes taxes & fees
8 Sep - 9 Sep
Lovely 2 bedroom- kitchenette

Shoreline Retreat Ocean Views Walk to Beach AC

2.0 star property
10.0 out of 10, Exceptional, (1)
"Location is excellent! The house was very clean. I’d suggest having beach towels available for guests to use. Thanks for the wonderful stay! "
The price is AED 757
AED 1,974 total
includes taxes & fees
29 Sep - 30 Sep
Shoreline Retreat Ocean Views Walk to Beach AC

Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

9.8 out of 10, Exceptional, (8)
"Nice visit"
The price is AED 557
AED 1,332 total
includes taxes & fees
2 Sep - 3 Sep
Boston 2Bd Kg-Qn Bds entire unshared space near Harvard, MIT Subway w/parking

Entire 4BR 2 Bath Home l Minutes to Downtown Salem

2.0 star property
10.0 out of 10, Exceptional, (8)
"Great property. Can walk to many things and was a great hub to see beautiful Maine Owner was helpful and quick to respond. "
The price is AED 729
AED 1,869 total
includes taxes & fees
4 Sep - 5 Sep
Entire 4BR 2 Bath Home l Minutes to Downtown Salem

PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino

10.0 out of 10, Exceptional, (2)
"Great overall experience. Apartment has anything one needs, clean and functional. Home owner expremely good communicator. Will happily come back. "
The price is AED 634
AED 1,197 total
includes taxes & fees
4 Sep - 5 Sep
PEACE IN THE CITY - Humble Luxury minutes from Boston, Beach & Casino

Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.

2.0 star property
9.8 out of 10, Exceptional, (8)
"Lived the location and light!!Thanks!!"
The price is AED 841
AED 1,776 total
includes taxes & fees
29 Sep - 30 Sep
Charming 2 bedroom house 5 miles from Logan Airport/ Boston. Walking to train.

The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard

10.0 out of 10, Exceptional, (6)
"We truly enjoyed our time at the Mariner. Its a beautiful home with all the necessary amenities. Rachel is an excellent host. She was extremely responsive throughout our stay. We will definitely be back!!"
The price is AED 806
AED 2,074 total
includes taxes & fees
2 Sep - 3 Sep
The Mariner · Walk to Beach+Rocky Neck · Fenced Backyard

Home Away From Home in Lowell

9.8 out of 10, Exceptional, (18)
"We had a great time. The house was perfect for our family. The property is in great condition. We found everything we needed. Excellent stay. Thank you. "
The price is AED 518
AED 1,229 total
includes taxes & fees
15 Sep - 16 Sep
Home Away From Home in Lowell

PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino

9.0 out of 10, Wonderful, (4)
"Barry was just the best. Great communication. Lovely home. Described just as listed maybe even nicer. We enjoyed our stay. Pretty close to everything. Thank you for sharing your home with us! "
The price is AED 558
AED 1,096 total
includes taxes & fees
3 Sep - 4 Sep
PEACEFUL CHARM - Humble Luxury minutes from Boston, Beach & Casino

Plovers Nest: Stay in the Heart of Newburyport During Yankee Homecoming Festivities!

10.0 out of 10, Exceptional, (72)
"Perfect little house! "
The price is AED 566
AED 1,646 total
includes taxes & fees
2 Sep - 3 Sep
Plovers Nest: Stay in the Heart of Newburyport During Yankee Homecoming Festivities!

CityScape: Urban Convenience Meets Affordability in this Modern City Living in the Heart of Chelsea!

2.0 star property
9.4 out of 10, Exceptional, (27)
"We stayed for a short trip for a concert, and it worked out great! The space was very comfortable and clean, and was very conveniently located! Would stay again!"
The price is AED 650
AED 1,865 total
includes taxes & fees
30 Sep - 1 Oct
CityScape: Urban Convenience Meets Affordability in this Modern City Living in the Heart of Chelsea!

Comfortable spacious house, easy access to all

8.8 out of 10, Excellent, (12)
"Clean, organized and well appointed. Easy to recommend."
The price is AED 853
AED 1,490 total
includes taxes & fees
2 Sep - 3 Sep
Comfortable spacious house, easy access to all

LUXE 3BR Near Boston, Airport, and Beach!

10.0 out of 10, Exceptional, (5)
"Very nice and comfortable place to stay in a very quiet neighborhood. Host was very caring and quick to respond. Two thumbs up👍👍"
LUXE 3BR Near Boston, Airport, and 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Middleton Hotel Reviews