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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sep - 21 Sep

Browse Select Middleton Cottages

Peek-a-boo Lake Views & Yard: Windham Home
Relax in a hot tub on a deck with a serene view of the snowy landscape.

Peek-a-boo Lake Views & Yard: Windham Home

3.0 star property
Peek-a-boo Lake Views & Yard: Windham Home
5 Mi to TD Garden: Quiet Medford Getaway!
House (2 Bedrooms) | Interior

5 Mi to TD Garden: Quiet Medford Getaway!

3.0 star property
5 Mi to TD Garden: Quiet Medford Getaway!
Glamorous Cabana
Relax by the pool surrounded by lush greenery and comfortable lounge chairs.

Glamorous Cabana

2.0 star property
Glamorous Cabana
Massachusetts Abode w/ Deck & Grill: Near Beaches!
Enjoy cooking in this well-equipped kitchen with a central island, oven, and microwave.

Massachusetts Abode w/ Deck & Grill: Near Beaches!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Absolutely incredible experience… place has new mattresses new couches very very very clean….just a beautiful place. It really felt like home away from home. "
Massachusetts Abode w/ Deck & Grill: Near Beaches!
Airstream & Ocean View: Unique Gloucester Getaway
Interior

Airstream & Ocean View: Unique Gloucester Getaway

3.0 star property
Airstream & Ocean View: Unique Gloucester Getaway
Bright & Pet-friendly Home: 2 Mi to Harvard Square
Enjoy cooking in this well-lit kitchen with an oven, stainless steel range hood, and large island with a sink.

Bright & Pet-friendly Home: 2 Mi to Harvard Square

3.0 star property
10.0 out of 10, Exceptional, (1)
Bright & Pet-friendly Home: 2 Mi to Harvard Square
Waterfront Retreat w/ Deck ~ 7 Mi to Boston!
Enjoy cooking in this well-equipped kitchen with a stainless steel refrigerator, oven, and dishwasher.

Waterfront Retreat w/ Deck ~ 7 Mi to Boston!

3.0 star property
8.0 out of 10, Very good, (1)
"Comfortable place to stay on the water overlooking Boston Harbor and downtown. Sunsets are amazing behind the tall buildings of downtown. Trails close by for walking and sightseeing. Nice kitchen and bathrooms. We had trouble with getting any of the TV's to work and there was an annoying flood light shining on the back deck from the neighbors house all day and night. Other than those two things it was nice to have a house on the water with a fantastic view. "
Waterfront Retreat w/ Deck ~ 7 Mi to Boston!
Lakefront Salem Retreat - Fish, Swim, Kayak & More
House (2 Bedrooms) | Front of property

Lakefront Salem Retreat - Fish, Swim, Kayak & More

3.0 star property
Lakefront Salem Retreat - Fish, Swim, Kayak & More
Inviting Rockport Rental w/ Deck: Walk to Beach!
House (3 Bedrooms) | Interior

Inviting Rockport Rental w/ Deck: Walk to Beach!

3.0 star property
Inviting Rockport Rental w/ Deck: Walk to Beach!
Waterfront Views: Historic Marblehead Home
House (3 Bedrooms) | Interior

Waterfront Views: Historic Marblehead Home

3.0 star property
Waterfront Views: Historic Marblehead Home
Gloucester Home w/ Large Yard: 1 Mi to Beach!
House (2 Bedrooms) | Interior

Gloucester Home w/ Large Yard: 1 Mi to Beach!

3.0 star property
Gloucester Home w/ Large Yard: 1 Mi to Beach!
Pet-friendly Revere Getaway, Steps From the T!
House (2 Bedrooms) | Interior

Pet-friendly Revere Getaway, Steps From the T!

3.0 star property
Pet-friendly Revere Getaway, Steps From the T!
10 Mi to Crane Beach: Wooded Home Near Boston!
Enjoy a serene beach experience with calm waters and scenic views.

10 Mi to Crane Beach: Wooded Home Near Boston!

3.0 star property
10 Mi to Crane Beach: Wooded Home Near Boston!
Belmont Home < 3 Mi to Harvard Square!
Relax in this inviting porch area with a view of the street and neighboring houses, featuring a small table and two chairs.

Belmont Home < 3 Mi to Harvard Square!

3.0 star property
Belmont Home < 3 Mi to Harvard Square!
Elegant Gloucester Beach Getaway With Ocean Views!
Situated over the water, this house offers a balcony with a railing, taking in the views of the surrounding hills.

Elegant Gloucester Beach Getaway With Ocean Views!

3.0 star property
Elegant Gloucester Beach Getaway With Ocean Views!
Ipswich Cottage: Beautiful Views, 5 Mins to Beach
Private kitchen

Ipswich Cottage: Beautiful Views, 5 Mins to Beach

2.0 star property
Ipswich Cottage: Beautiful Views, 5 Mins to Beach
Plum Island Retreat ~ 1-block Walk to Beach!
Enjoy a room with a large round table, comfortable chairs, and a window offering views of the surrounding area.

Plum Island Retreat ~ 1-block Walk to Beach!

3.0 star property
Plum Island Retreat ~ 1-block Walk to Beach!
Rockport Cottage w/ Patio - Steps to Beach!
Enjoy cooking in this well-equipped kitchen with a central island, sink, and appliances.

Rockport Cottage w/ Patio - Steps to Beach!

3.0 star property
Rockport Cottage w/ Patio - Steps to Beach!
Charming Boston Area Home < 1 Mi to Revere Beach!
Property grounds

Charming Boston Area Home < 1 Mi to Revere Beach!

3.0 star property
Charming Boston Area Home < 1 Mi to Revere Beach!
Waterfront Ipswich Escape: 2 Miles to Crane Beach!
Relax in a spacious loft-style living area with a central seating area, fireplace, and dining table near large windows offering a view of the outdoors.

Waterfront Ipswich Escape: 2 Miles to Crane Beach!

3.0 star property
Waterfront Ipswich Escape: 2 Miles to Crane 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.
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Top Middleton Hotel Reviews

citizenM Boston North Station

citizenM Boston North Station

10/10 Excellent
"This is the only hotel we stay out every time we come to Boston . It’s a luxurious hotel from the staff to the ambience to the cozy little dorm like rooms with the most beautiful views from your bed . Breakfast is a must -so yummy !! Everyone there is extremely nice and I couldn’t imagine staying anyplace than here . "
Maria 4-night trip
Posted 16 hours ago
citizenM Boston North Station

Frequently asked questions

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What is there to do in Middleton near my cottage?
The ideal travel accessory is a well-planned to-do list. Water Park of New England is a top place to start your sightseeing in Middleton.