Search and Rent Middleton Condos

    price find illustration

    Upfront pricing

    Our total price for your stay includes taxes and fees
    deals illustration

    Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Condo Rentals in Middleton

LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo
Relax in this inviting living room with a large sofa, coffee table, and bookshelf.

LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo

9.6 out of 10, Exceptional, (164)
"This place was great. The location was spot on. Businesses were close by. The neighborhood was quiet and quaint. Only down side was the planes that flew over head, but that was a minor detail. I would stay here again. "
LOCATION, LOCATION LOCATION, 2 Bed, 2 Bath Luxury Condo
Boston Apartment | near T
Enjoy cooking in this well-equipped kitchen with a refrigerator, microwave, dishwasher, and gas stove.

Boston Apartment | near T

9.2 out of 10, Wonderful, (7)
"Nice, clean and had everything we needed. Great locations"
Boston Apartment | near T
Stylish, Comfortable Luxury Near T
Kitchen features a refrigerator, microwave, and stove, with a light-colored countertop and wooden flooring.

Stylish, Comfortable Luxury Near T

9.8 out of 10, Exceptional, (11)
"Good "
Stylish, Comfortable Luxury Near T
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Overlooking a bustling harbor, this property offers stunning views of boats docked and a historic landmark in the distance.

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥

10.0 out of 10, Exceptional, (58)
"Thanks for having us"
$217 nightly
The price is $242
Aug 5 - Aug 6
Total includes taxes and fees
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Suite at House of L: near Boston, Hospitals, Encore Casino, Walk to Bus, Fast WiFi, Driveway
Beach

Suite at House of L: near Boston, Hospitals, Encore Casino, Walk to Bus, Fast WiFi, Driveway

9.0 out of 10, Wonderful, (27)
"Needed to stay in or near Boston. This was a great spot. Very clean and comfortable space. Will recommend to others."
$319 nightly
The price is $365
Aug 7 - Aug 8
Total includes taxes and fees
Suite at House of L: near Boston, Hospitals, Encore Casino, Walk to Bus, Fast WiFi, Driveway
Downtown Salem - Park & Play Modern 3 Bedroom
Enjoy a spacious living area with a central island, dining table, and comfortable seating for four.

Downtown Salem - Park & Play Modern 3 Bedroom

10.0 out of 10, Exceptional, (49)
"It was a beautiful area."
$439 nightly
The price is $490
Aug 6 - Aug 7
Total includes taxes and fees
Downtown Salem - Park & Play Modern 3 Bedroom
Right Near Convention Center and Train Station
Kitchen features a black stove, stainless steel dishwasher, and granite countertop.

Right Near Convention Center and Train Station

4.0 star property
10.0 out of 10, Exceptional, (21)
"This was a perfect spot for us to land, to spend a couple days in the city over school break. Extremely communicative host, very clean and tidy apartment in a quiet building on a quiet street. "
Right Near Convention Center and Train Station
Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston
Relax in this inviting living room with a comfortable sofa, a chair, and a small table.

Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston

8.6 out of 10, Excellent, (153)
"Great location for a weekend trip to visit my son"
Historic Beacon Hill Duplex -2 bed 1.5 bathrooms Condo -heart of Boston
*Historic1710 2BR Halloween House|Downtown+Parking
Two large beds with white linens and throw blankets, a dresser, and a lamp are featured in this stylish room.

*Historic1710 2BR Halloween House|Downtown+Parking

10.0 out of 10, Exceptional, (47)
"The location of this property in Salem is fantastic, everything and anything is in walking distance."
$570 nightly
The price is $652
Aug 7 - Aug 8
Total includes taxes and fees
*Historic1710 2BR Halloween House|Downtown+Parking
Beachfront | Panoramic Views | "Oceanfront Oasis"
Stunning coastal homes line the shoreline, offering breathtaking views of the surrounding waters.

Beachfront | Panoramic Views | "Oceanfront Oasis"

9.8 out of 10, Exceptional, (30)
"Overall was great, liked the grill on the beach"
Beachfront | Panoramic Views | "Oceanfront Oasis"
Bright & Spacious Loft Steps to the Freedom Trail
Enjoy a spacious living area with a sofa set and glass coffee table, a kitchen with white cabinetry and refrigerator, and a separate bedroom.

Bright & Spacious Loft Steps to the Freedom Trail

10.0 out of 10, Exceptional, (47)
"We interacted with the best hosts. Would definitely stay again. We will recommend to friends."
$352 nightly
The price is $404
Aug 7 - Aug 8
Total includes taxes and fees
Bright & Spacious Loft Steps to the Freedom Trail
NEW! Boston Condo Near MBTA, 3Mi to Fenway ! (U3)
Relax on the covered deck with a clear view of the surrounding landscape.

NEW! Boston Condo Near MBTA, 3Mi to Fenway ! (U3)

8.0 out of 10, Very Good, (4)
"The property was great for our short stay. The street was quiet, and the water was hot immediately. The back porch has a nice view of the community garden. The location is convenient for trips to all the must-sees. Lots of Ubers in the area, so you will not wait more than 5 minutes. Unbeatable value. "
NEW! Boston Condo Near MBTA, 3Mi to Fenway ! (U3)
Stunning Waterfront Condo with Boston Skyline Views
Enjoy the serene atmosphere of this outdoor space, featuring a glass-enclosed area with a view into the interior, a staircase, and a water feature surrounded by lush plants.

Stunning Waterfront Condo with Boston Skyline Views

10.0 out of 10, Exceptional, (4)
"Property was exactly as shown on VRBO listing. Very clean, recently renovated, modernly furnished. Walking distance to T-station, Logan airport, harbor parks, and restaurants. Property Manager was very helpful upon check-in.Note that parking is problematic. Limit of 2 hr free street parking M thru F from 8 am to 6 pm for visitors. A good location to stay if you don't have a car."
$913 nightly
The price is $1,050
Aug 17 - Aug 18
Total includes taxes and fees
Stunning Waterfront Condo with Boston Skyline Views
The Heart of Southie (Garage + Roof Deck)
Relax in this stylish living room with a large flat-screen TV, comfortable sofa, and dining area.

The Heart of Southie (Garage + Roof Deck)

10.0 out of 10, Exceptional, (33)
"The owners were very prompt with communication and very helpful when we asked a few questions about running in the area. Having the garage for our car was a very nice perk as well! Overall a great stay! "
The Heart of Southie (Garage + Roof Deck)
3 Bed Moreland St · Stunning 3+BD Under 10 mins to BOS w/parking & W/D
Fridge, microwave, oven, stovetop

3 Bed Moreland St · Stunning 3+BD Under 10 mins to BOS w/parking & W/D

10.0 out of 10, Exceptional, (15)
"Our family stayed here for a week - it was clean, accessible and perfect for a family. "
3 Bed Moreland St · Stunning 3+BD Under 10 mins to BOS w/parking & W/D
RENOVATED SUNNY 1400SF 4 BEDROOM VICTORIAN STYLE APARTMENT, STREET PARKING
Stroll up to the charming front porch, surrounded by lush greenery and a beautifully manicured yard.

RENOVATED SUNNY 1400SF 4 BEDROOM VICTORIAN STYLE APARTMENT, STREET PARKING

9.6 out of 10, Exceptional, (146)
"Great place! Loved the area and host was great! Perfect for our party of 8!"
RENOVATED SUNNY 1400SF 4 BEDROOM VICTORIAN STYLE APARTMENT, STREET PARKING
In the heart of the historic district
Enjoy cooking in this well-lit kitchen with a central island and bar stools.

In the heart of the historic district

10.0 out of 10, Exceptional, (36)
"The owner super nice the place is beautiful located it has everything you need to make meals there more than enough pillows blankets towels. Was a great time being there from October 26th to November 3rd."
In the heart of the historic district
Historic Somerville Cambridge 1 Bed, Inman Square
Relax in a spacious bedroom with a large bed against the wall, a comfortable seating area, and a window with a view.

Historic Somerville Cambridge 1 Bed, Inman Square

6.0 out of 10, (3)
"Had wonderful visit with our son and exploring the area! Lots of places within walking distance!"
Historic Somerville Cambridge 1 Bed, Inman Square
Downtown Gem| Spooky 2BR| Beverly+Salem | Parking!
Experience the unique architecture of the Witch Dungeon Museum, featuring an arched window and gabled roof.

Downtown Gem| Spooky 2BR| Beverly+Salem | Parking!

10.0 out of 10, Exceptional, (27)
"The apartment was clean, conveniently located, and super cute! Communication with the owners was very easy. We never had any problems!"
Downtown Gem| Spooky 2BR| Beverly+Salem | Parking!
The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!
Beach

The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!

9.8 out of 10, Exceptional, (55)
"It was a great location. And a really nice place to stay."
$596 nightly
The price is $682
Aug 5 - Aug 6
Total includes taxes and fees
The Warlock House: Spellbound Stay - Sleep Where the Magic and Spells Happens!
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
Sign in
Sign up, it's free

Top Middleton Hotel Reviews

Seaport Hotel Boston

Seaport Hotel Boston

10/10 Excellent
"Great hotel in the seaport area. It’s in walking distance from the Pavilion."
John 1-night trip
Posted 6 hours ago
Seaport Hotel Boston