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Compare 563 Vacation Homes in Middleton with updated reviews, rates, and availability.

Gorgeous Beacon Hills Studio next to State house

10.0 out of 10, Exceptional, (14)
"Enjoyed our stay here. Room very clean and accommodations good. Nice area. Near State House and Park Street subway. "
The price is AED 547
AED 937 total
includes taxes & fees
1 Dec - 2 Dec
Gorgeous Beacon Hills Studio next to State house

Charming 2-bedroom house in superb Boston with WiFi

8.0 out of 10, Very Good, (1)
"I had booked this same accommodation on another site who CANCELLED me. I immediately frantically contacted Beatrice who calmed me down assuring me I would have a reservation. She and I worked together and figured it out! I have already booked this accommodation for July 2025! There’s a great place to eat breakfast and any other time. Joe’s… about a 4 minute walk!!"
The price is AED 635
AED 1,077 total
includes taxes & fees
26 Nov - 27 Nov
Charming 2-bedroom house in superb Boston with WiFi

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

9.6 out of 10, Exceptional, (75)
"We loved this location for our girls trip! The owner was excellent in responding to all our questions and needs. The views from the home are beautiful. If noise bothers you, this is very close to the airport and there is some type of industrial operation on the river. So you do hear airplanes all night as well as very loud metal banging from the river that starts early in the morning. I only mention this as an FYI! It did not lower the rating for us personally! "
The price is AED 1,469
AED 2,720 total
includes taxes & fees
1 Dec - 2 Dec
Waterfront House Minutes from the Boston Downtown, Airport, Encore Casino

CityScape: Sleek Urban Oasis; Parking, Near: Boston, Casino, Airport, Parks, Hospitals, Buses

2.0 star property
9.6 out of 10, Exceptional, (12)
"The Chelsea house is a great place to stay. It is a great location to visit Boston. There are some local eateries within walking distance plus a Dunkin Donuts. The house was very clean and had all the amenities you’d need. The bedrooms are on the second and third floors. I would definitely stay here again. "
The price is AED 606
AED 1,887 total
includes taxes & fees
2 Dec - 3 Dec
CityScape: Sleek Urban Oasis; Parking, Near: Boston, Casino, Airport, Parks, Hospitals, Buses

OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths

9.6 out of 10, Exceptional, (9)
"Loved this old historic home and the town. Had everything we needed to make our stay comfortable. Would love to come back again! Everything was walkable. Charming town. Gorgeous ocean all around. In love!"
OLD TOWN CHARM. Sleeps 4- 2 bedrooms - 2.5 baths

Beautiful, Cozy Ultra Convenient Salem Home

8.2 out of 10, Very Good, (32)
"Overall the house was fine. The location was perfect (close to Salem, but the neighborhood was quiet) and the beds were super comfortable. My recommendations would be to have a tv in the first floor living area and tvs in the bedrooms as well. Also some kind of curtain or frosted glass in the upstairs bathroom for privacy, since it looks right out onto the Salem State fields."
The price is AED 599
AED 1,116 total
includes taxes & fees
26 Nov - 27 Nov
Beautiful, Cozy Ultra Convenient Salem Home

Leslie's Retreat: Spacious home ideally located to everything

10.0 out of 10, Exceptional, (218)
"This house was perfect for us. Plenty of room, comfortable beds, quiet neighborhood, and an easy walk to downtown. The host was very responsive and friendly. I would highly recommend starting at this property. "
Leslie's Retreat: Spacious home ideally located to everything

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

9.6 out of 10, Exceptional, (106)
"The property is comfortable and clean. The location is perfect, right at the harbor with an excellent cafe right across the street. I have stayed at a few VRBO properties and never had plenty of toilet paper, soap, shampoo, conditioner, trash bags, etc provided. That was a fantastic surprise. If a may make one tiny suggestion, a row of coat hooks next to the front door would be a cheap, but much appreciated addition. Again, this property is wonderful and if I make my way back to Salem I will...
Unit1 Beautiful PRIVATE LARGE 3 bedroom/2 bath townhome. Close to ALL HISTORIC

Plovers Nest: Perfect Couple Retreat: Gas Fireplace, Sunset water views! Smart TVs, Fast WiFi

10.0 out of 10, Exceptional, (45)
"This home was pristine, beautifully decorated and equipped with various modern amenities. We enjoyed our stay. The location was very convenient to Newburyport."
The price is AED 544
AED 1,652 total
includes taxes & fees
1 Dec - 2 Dec
Plovers Nest: Perfect Couple Retreat: Gas Fireplace, Sunset water views! Smart TVs, Fast WiFi

Newly renovated home, top of the line appliances.

9.8 out of 10, Exceptional, (109)
"The house was beautiful, clean, spacious with everything we needed. Loved it."
Newly renovated home, top of the line appliances.

Dog-friendly home with a partial river view & deck - steps from park & beach

8.8 out of 10, Excellent, (12)
"The location was perfect! A 4 minute drive to Salem and was xlose wnto the interstate but yet far enough away that you didn't hear the traffic. The house was across the street feom a park and had eaa path to walk down to thw shoreline."
Dog-friendly home with a partial river view & deck - steps from park & beach

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

9.8 out of 10, Exceptional, (73)
"The bed upstairs is so confortable, I slept like a baby! Great location! You can swim nearby, it’s very quiet and in the Rocky Neck art colony district."
"Rocky Neck Hideaway" on Wonson Cove, Rocky Neck - Gloucester

Lovely 3Br with free parking/King bed and patio-5 min from beach

9.6 out of 10, Exceptional, (34)
"Beautiful area and lovely little apartment "
The price is AED 826
AED 1,499 total
includes taxes & fees
26 Nov - 27 Nov
Lovely 3Br with free parking/King bed and patio-5 min from beach

Like a 5 Star hotel

10.0 out of 10, Exceptional, (9)
"The post does the property justice it was exactly what we expected. "
The price is AED 1,286
AED 2,156 total
includes taxes & fees
30 Nov - 1 Dec
Like a 5 Star hotel

Beach-view home with beach access, deck, grill, washer/dryer, 2 kayaks, & AC

10.0 out of 10, Exceptional, (3)
"This place was so peaceful and relaxing "
Beach-view home with beach access, deck, grill, washer/dryer, 2 kayaks, & AC

Thanksgiving getaway special: 5% rebate at checkin for your 3+night escape!

10.0 out of 10, Exceptional, (19)
"House is so charming and comfy! Well-equipped kitchen for meals in"
Thanksgiving getaway special: 5% rebate at checkin for your 3+night escape!

Rockport Pool House w/ Yard+Grill l 4BR/3BA l Park and Walk to Bearskin Neck!

2.0 star property
Rockport Pool House w/ Yard+Grill l 4BR/3BA l Park and Walk to Bearskin Neck!

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

2.0 star property
9.8 out of 10, Exceptional, (9)
"A charming, newly updated, light-filled house tucked away in a quiet corner of Rockport but within easy walking distance of beaches and town. Scrupulously clean, comfy beds, plenty of hot water in the shower. Kitchen needs to be better equipped, for example with salad bowl and utensils, and bedrooms need to have racks for suitcases and chairs to sit in. "
The price is AED 517
AED 1,496 total
includes taxes & fees
11 Dec - 12 Dec
Newly Renovated 2BR Rockport Home w/ parking Steps to Back Beach+Bearskin Neck!

Entire 4BR 2 Bath Home l Minutes to Downtown Salem

2.0 star property
10.0 out of 10, Exceptional, (1)
"My family & I booked a trip to Salem and we desired to find a cute home that would accommodate 7 of us that was within walking distance of downtown Salem and we found just that in this home! The host was a great communicator & really was fantastic at making our stay welcoming and pleasant. We were able to walk to all the tourist sites and restaurants within a short amount of time. Would recommend staying here 10/10. "
The price is AED 598
AED 1,702 total
includes taxes & fees
2 Dec - 3 Dec
Entire 4BR 2 Bath Home l Minutes to Downtown Salem

*Spooky 2Br Halloween Sleeps 6 |DowntownSalem

9.6 out of 10, Exceptional, (34)
"Cute decorations. In a"
The price is AED 771
AED 1,513 total
includes taxes & fees
30 Nov - 1 Dec
*Spooky 2Br Halloween Sleeps 6 |DowntownSalem
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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Other property types in Middleton

Global Luxury Suites Downtown Boston

4.0 star property
8.0 out of 10, Very Good, (493)
"We enjoyed our stay. It was walkable to Chinatown. Very accessible to subway station. We liked that our room was on the top floor. "
The price is AED 473
AED 993 total
includes taxes & fees
8 Dec - 9 Dec
Global Luxury Suites Downtown Boston

Maverick Suites at 28 Fenway

3.0 star property
9.0 out of 10, Wonderful, (152)
"Everything good "
The price is AED 485
AED 916 total
includes taxes & fees
1 Dec - 2 Dec
Maverick Suites at 28 Fenway

Crescent Suites Hotel

3.0 star property
9.6 out of 10, Exceptional, (951)
"It was great. Very clean and especially loved the heating fan in the bathroom. The only thing I’d recommend to enhance the experience would be a more comfortable sofa bed. "
The price is AED 621
AED 693 total
includes taxes & fees
2 Dec - 3 Dec
Crescent Suites Hotel
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.