Search Vacation Homes in Middleton

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

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

Infinity · Beachfront Bungalow, king bed, Private balcony
9.6 out of 10, Exceptional, (5)
"We absolutely loved the location of this Beachfront Bungalow! Our early morning walks on the beach were just lovely, and our evenings were filled with the sound of the ocean waves! This place had everything we needed to make our stay most comfortable. It was very clean, and the host was excellent at replying to our messages."
Infinity · Beachfront Bungalow, king bed, Private balcony
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
9.8 out of 10, Exceptional, (141)
"Perfect location for us"
Large Luxury Condo/Townhouse Center of South Boston W/ Free Parking & WiFi
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
10.0 out of 10, Exceptional, (39)
"Perfectly located our group. We enjoyed several sites and the Red Sox. We had some issues with the house but the hosts responded to our communications quickly."
Historic Brownstone Townhouse, 7 beds/3.5 baths, Fenway Boston
Save an average of 15% on thousands of hotels when you're signed in
Union Square House
9.6 out of 10, Exceptional, (49)
"We stayed here for a family wedding at Warehouse XI. The house was just around the corner from the wedding, and easy to get to the T station and shops, etc. in Sommerville. Great spot."
Union Square House
3Bdr Salem Home Getaway
3Bdr Salem Home Getaway
Boston's Most Charming Bed & Breakfast - Heart of the City
9.6 out of 10, Exceptional, (99)
"Lovely apartment with everything you need and very comfortable. Best of all the location is central. Very convenient for everything, lots of local restaurants and Back Bay station on your door step."
Boston's Most Charming Bed & Breakfast - Heart of the City
Historic and Charming Brownstone
9.8 out of 10, Exceptional, (47)
"This property was large, comfortable, and charming enough to house my husband, son, mother, mother-in-law, and myself while we were in town to attend our daughter's extensive graduation activities. The neighborhood was quiet. The house is very well stocked with kitchen items, linens, and laundry items. The property owner is attentive, responsive, and gives great advice. What you see in the pictures is very accurate. If anyone in your family has an issue with stairs, you might want to give some...
Historic and Charming Brownstone
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
9.0 out of 10, Wonderful, (38)
"This property sits back in a grove of trees and flowering plants but within 5 minutes walk to the beach. Enjoy breakfast or a late afternoon cocktail at the outdoor table shaded by said grove. Simply but satisfactorily appointed, the accommodations are great for a weekend getaway or a week at the beach. Newburyport and it’s many attractions and restaurants is a short 10 minute drive back from this property"
Walk to Beach. Private Nature and Bird Watching Trail. Quiet.
WALK TO WATER & HISTORIC DISTRICT! PRIVATE !!Large first floor apartment
9.6 out of 10, Exceptional, (48)
"Location, Location, Location, need I say more. This rental property is close to everything; it is between the two busiest streets, Derby and Essex. We were able to walk to all of the tourist attractions."
The price is SAR 1,032
SAR 1,559 total
includes taxes & fees
25 Jun - 26 Jun
25 Jum. II - 26 Jum. II
WALK TO WATER & HISTORIC DISTRICT! PRIVATE !!Large first floor apartment
Newly renovated home, top of the line appliances.
9.8 out of 10, Exceptional, (94)
"The house was hust as described. It had been updated with modern features. The beds was very comfy. Communication with the host was great!! Highly recommend this property!"
Newly renovated home, top of the line appliances.
Beautiful Salem NH 3/1 Centrally Located on Dead End
9.6 out of 10, Exceptional, (5)
"This was my third vacation I reserved with Vrbo. No place is perfect but this was very accommodating and clean. The property manager was very helpful and easy to reach. My family enjoyed the stay which was very important to me. Vrbo does not disappoint. I want to thank the property manager for going beyond the scope it was much appreciated. Thanks Madeline"
The price is SAR 709
SAR 1,509 total
includes taxes & fees
23 Jun - 24 Jun
23 Jum. II - 24 Jum. II
Beautiful Salem NH 3/1 Centrally Located on Dead End
Walk to Good Harbor Beach
Walk to Good Harbor Beach
Beautiful, Cozy Ultra Convenient Salem Home
9.4 out of 10, Exceptional, (11)
"Loved the home - it felt like being home at the end of a long day shopping and doing many things in town. Clean! Just wish the towels were ready and set in the bathrooms and instructions left on what to do with used towels and if the garbage should have been taken out. Basement was stinky. Other than that, wonderful place and setup - sooooo close to town and convenient!"
The price is SAR 1,069
SAR 1,727 total
includes taxes & fees
23 Jun - 24 Jun
23 Jum. II - 24 Jum. II
Beautiful, Cozy Ultra Convenient Salem Home
Modern home-like 3BR2BA Retreat/Minutes to T
8.0 out of 10, Very Good, (1)
"When we arrived the VRBO was different than the one In the listing due to issues with the original, I wasn’t told this before checking in which would of been nice but overall not a big deal! Check in process was good, fast communication and good location. Very clean!"
Modern home-like 3BR2BA Retreat/Minutes to T
Charming private townhouse-style lodging, a block from the harbor
10.0 out of 10, Exceptional, (104)
"Chestnut Sweet exceeded our expectations. Couldn’t have asked for a better location for exploring the nearby towns, such as Salem, Ipswich, Gloucester, and even the big city of Boston. At the end of the day, it was always so nice to come back to such a relaxing and welcoming vacation home. Francie and Bob are such lovely people. I would not hesitate to stay there again."
Charming private townhouse-style lodging, a block from the harbor
Cozy Boston Vacation Rental w/ Rooftop Deck!
9.6 out of 10, Exceptional, (5)
"Clean property is described accurately on the listing."
Cozy Boston Vacation Rental w/ Rooftop Deck!
Sunny home near Newburyport and the beach with expansive yard & central AC
9.6 out of 10, Exceptional, (7)
"Very beautiful place to stay and was able to spend time with my family. We were down for a service. Use driving from Canada and my sister and her family from texas. Not being able to see each other that often made it even more special. I would rent this place again for any events or vacation"
Sunny home near Newburyport and the beach with expansive yard & central AC
Brand-new spacious 4 bedroom home, minutes from train station, free st parking
9.6 out of 10, Exceptional, (9)
"Our family stayed here in early May 2024 while in Boston to attend our son's college graduation. There were six of us in total with plenty of bedroom space for all. The house was clean, comfortable, and suited our purposes while we were in town. There is a spacious basic kitchen. The house is a renovated older home. Note that the house is on the second and third floors (there seems to be a smaller apartment on the bottom floor). You have to navigate a staircase to get to the second floor house...
Brand-new spacious 4 bedroom home, minutes from train station, free st parking
#201 Waltham Shared House by Zen Living
#201 Waltham Shared House by Zen Living
Private Beach New Luxury Waterfront Vacation Rental Annisquam River
10.0 out of 10, Exceptional, (1)
"Had a wonderful time at this home. Had everything we needed. Beautiful spot along the water. Very conveniently located to get anywhere we needed."
Private Beach New Luxury Waterfront Vacation Rental Annisquam River
Don't see what you're looking for?
See all available properties in Middleton
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.

Other property types in Middleton

Temple Place Suites
2.5 star property
6.8 out of 10, (92)
"Easily understood instructions for access to building and room. Great location. Bathrooms were not always clean. No windows in room. Good value for price"
The price is SAR 463
SAR 738 total
includes taxes & fees
7 Jul - 8 Jul
7 Raj. - 8 Raj.
Temple Place Suites
Global Luxury Suites Downtown Boston
4.0 star property
8.0 out of 10, Very Good, (425)
"Close to good food and short walks to everywhere we wanted to go. Room seemed recently "Renoed". "
The price is SAR 881
SAR 1,477 total
includes taxes & fees
30 Jun - 1 Jul
30 Jum. II - 1 Raj.
Global Luxury Suites Downtown Boston
HYATT house Boston/Burlington
3.0 star property
9.2 out of 10, Wonderful, (2226)
"The size of the room was really nice. Full kitchen, nice size living space with L shaped couch and large bed room. My only negative point was the only way into the bathroom was through the actual bed room. I had my niece with me who slept on the couch and she had to go through my bedroom area to get to the bathroom. Other than that very nice place! We unfortunately were traveling at busy times and if you are looking to get to downtown Boston it will take you a solid hour to get there during...
The price is SAR 604
SAR 675 total
includes taxes & fees
5 Jul - 6 Jul
5 Raj. - 6 Raj.
HYATT house Boston/Burlington
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.

Recent reviews of Middleton hotels
Expedia verified reviews