A large, two-story house with a gabled roof, surrounded by lush green trees and a stone wall.

Search Condos Rentals in Middleton from CA $381

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Middleton condo rentals

A modern kitchen with white cabinets, a stainless steel refrigerator, and a bar area with three black bar stools.

1. Stylish home next to train to Boston, near Salem

Stylish home next to train to Boston, near Salem
Wakefield
9.8 out of 10, Exceptional, (11 reviews)
"Great stay"
United States
Alex c.
The price is CA $265
CA $704 total
includes taxes & fees
Oct 26 - Oct 27
Stylish home next to train to Boston, near Salem
A harbor with numerous boats and a prominent building with a clock tower in the background.

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

♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
Marblehead Historic District
9.8 out of 10, Exceptional, (84 reviews)
"I honestly had my favorite stay of all time at this place. It was clean cozy and absolutely everything that we needed. I love the historical feel to it and it was perfection."
United States
Arianna
The price is CA $158
CA $422 total
includes taxes & fees
Oct 27 - Oct 28
♥ Historic Studio Minutes to Salem+Beaches Old Town Marblehead Private Parking ♥
A living room with a starry ceiling, a large TV, a red sofa, and a wooden floor.

3. Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem

Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem
Salem
9.8 out of 10, Exceptional, (15 reviews)
"Great location, very good communication, had everything we needed for our stay over Halloween! We had a wonderful time. "
United States
Robin P.
The price is CA $315
CA $576 total
includes taxes & fees
Nov 19 - Nov 20
Ravens Hollow- Enchanting 2-bedroom condo Near Downtown Salem
A living room with a black leather sofa, a patterned armchair, and a colorful throw pillow. There are three windows with blinds, and the room has a high ceiling.

4. Modern Three Bedroom Condo - Near Boston

Modern Three Bedroom Condo - Near Boston
stoneham
8.8 out of 10, Excellent, (11 reviews)
"Enjoyed our stay; close to Stop & Shop, Target and freeway."
United States
Jeff J.
The price is CA $306
CA $743 total
includes taxes & fees
Nov 1 - Nov 2
Modern Three Bedroom Condo - Near Boston
A living room with a wooden coffee table, a flat-screen TV, and a staircase leading to another room.

5. 2 bedroom condo walking distance to downtown, free parking

2 bedroom condo walking distance to downtown, free parking
Salem
10.0 out of 10, Exceptional, (13 reviews)
"Very family friendly. My daughter, niece, and grand daughter had an amazing time and a beautiful weekend."
United States
Dianne
The price is CA $560
CA $823 total
includes taxes & fees
Nov 4 - Nov 5
2 bedroom condo walking distance to downtown, free parking
A modern living room with a sectional sofa, a flat-screen TV, and a dining area in the background.

6. Downtown Salem 3 Bed Park & Play

Downtown Salem 3 Bed Park & Play
Salem
The price is CA $335
CA $679 total
includes taxes & fees
Nov 10 - Nov 11
Downtown Salem 3 Bed Park & Play
A modern kitchen with dark cabinetry, a stainless steel refrigerator, and a light-colored countertop.

7. Chic Downtown Salem 3 Bedroom w/ Parking

Chic Downtown Salem 3 Bedroom w/ Parking
Salem
10.0 out of 10, Exceptional, (18 reviews)
"We had a wonderful stay. The place was clean, comfortable, and had everything we needed!"
United States
Kathryn M.
The price is CA $297
CA $633 total
includes taxes & fees
Nov 23 - Nov 24
Chic Downtown Salem 3 Bedroom w/ Parking
A modern kitchen with a central island, wooden flooring, and recessed ceiling lights.

8. Park & Play • Walk To Bars • Sleep in Luxury

Park & Play • Walk To Bars • Sleep in Luxury
Salem
10.0 out of 10, Exceptional, (85 reviews)
"The apartment was clean, comfortable and exactly like the pictures. We appreciated having parking, and walkable cafe options. We slept well - beds are super comfortable! We would stay here again when we’re in town."
United States
Michelle C.
The price is CA $335
CA $682 total
includes taxes & fees
Nov 16 - Nov 17
Park & Play • Walk To Bars • Sleep in Luxury
A traditional black wooden house with multiple gabled roofs, surrounded by a well-maintained garden with various flowering plants and a brick pathway.

9. The Warlock House: Spellbound Salem Stay – Sleep Where Magic Lives!

The Warlock House: Spellbound Salem Stay – Sleep Where Magic Lives!
Downtown Salem
9.6 out of 10, Exceptional, (76 reviews)
"Our stay at this beautifully decorated home made our Salem trip unforgettable. The attention to detail is unmatched! The spooky decor was fantastic throughout, but the "wall of spells" was an absolute highlight and super fun for the whole family. The lighting really set the perfect eerie mood and completely enhanced the authentic Salem experience.My kids were thrilled to discover their themed bedrooms, which made bedtime exciting instead of a chore. The kitchen was also fantastically adorned...
United States
Jennifer C.
The price is CA $534
CA $1,222 total
includes taxes & fees
Nov 4 - Nov 5
The Warlock House: Spellbound Salem Stay – Sleep Where Magic Lives!
An aerial view of a coastal town with a marina filled with boats, a bridge connecting to the mainland, and a mix of residential and commercial buildings.

10. Modern 2-bedroom condo 1 mile to Salem

Modern 2-bedroom condo 1 mile to Salem
Beverly
10.0 out of 10, Exceptional, (9 reviews)
"Everything was clean and the hosts were great communicating with us. Good view. Easy Uber into Salem."
United States
Beth
The price is CA $1,015
CA $1,336 total
includes taxes & fees
Nov 2 - Nov 3
Modern 2-bedroom condo 1 mile to Salem
A coastal house with a large balcony, a covered outdoor seating area, and a view of the beach.

11. Coastal Charm: Lobster Châto

Coastal Charm: Lobster Châto
Swampscott
8.8 out of 10, Excellent, (11 reviews)
"Beautiful house & views,"
United States
Suzanne P.
The price is CA $275
CA $804 total
includes taxes & fees
Oct 25 - Oct 26
Coastal Charm: Lobster Châto
A traditional black wooden house with multiple gabled roofs, surrounded by a well-maintained garden with various flowering plants and a brick pathway.

12. The Warlock House

The Warlock House
3.0 star property
Salem
The price is CA $734
CA $1,355 total
includes taxes & fees
Nov 4 - Nov 5
The Warlock House
A kitchen with a central island, bar stools, a refrigerator, and wooden flooring.

13. Beautiful 2-bedroom condo in Beverly 1 Mile to Salem

Beautiful 2-bedroom condo in Beverly 1 Mile to Salem
Beverly
10.0 out of 10, Exceptional, (1 review)
"Good spot with a water view and great access to Salem!"
United States
Kaileigh M.
The price is CA $1,050
CA $1,414 total
includes taxes & fees
Nov 1 - Nov 2
Beautiful 2-bedroom condo in Beverly 1 Mile to Salem
A modern living room with a sofa, coffee table, and a small table with books and a lamp. There is a kitchen area with cabinets, a refrigerator, and a microwave. A welcome sign is on the wall, and a basketball arcade game is visible.

14. Charming 2-bedroom condo in delightful Chelsea with WiFi, AC

Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
Chelsea
8.6 out of 10, Excellent, (10 reviews)
"It was close to Boston and the airport"
United States
Lewis
The price is CA $225
CA $544 total
includes taxes & fees
Nov 1 - Nov 2
Charming 2-bedroom condo in delightful Chelsea with WiFi, AC
A building with a turquoise exterior and white window frames.

15. Charming 1-bedroom condo in marvelous Marblehead with hidden patio

Charming 1-bedroom condo in marvelous Marblehead with hidden patio
Marblehead Historic District
9.8 out of 10, Exceptional, (17 reviews)
"The apartment is charming Very close to historic Marblehead and restaurants"
United States
Joanna
The price is CA $179
CA $381 total
includes taxes & fees
Oct 26 - Oct 27
Charming 1-bedroom condo in marvelous Marblehead with hidden patio
A modern living room with a staircase, a sofa set, and a large window with curtains.

16. Delightful New England Townhome

Delightful New England Townhome
Woburn
8.0 out of 10, Very good, (2 reviews)
"We loved our stay."
United States
Amy W.
The price is CA $521
CA $635 total
includes taxes & fees
Oct 26 - Oct 27
Delightful New England Townhome
Private kitchen

17. Adorable 1-bedroom apartment in welcoming Cambridge

Adorable 1-bedroom apartment in welcoming Cambridge
North Cambridge
9.6 out of 10, Exceptional, (4 reviews)
"We had a wonderful stay in Cambridge for the Boston marathon. Walking distance to the red line and busses made it very easy to get downtown. This place had everything you could think of to make it a comfortable stay, and the host had excellent communication. Would stay here again!"
United States
Peter C.
The price is CA $209
CA $430 total
includes taxes & fees
Nov 2 - Nov 3
Adorable 1-bedroom apartment in welcoming Cambridge
A modern living room with a grey sofa, a small round table, and a grey rug.

18. 2-bedroom, 1 sofa bed next to Airport Subway, Refurbished, 1 stop to downtown

2-bedroom, 1 sofa bed next to Airport Subway, Refurbished, 1 stop to downtown
East Boston
10.0 out of 10, Exceptional, (2 reviews)
"Apartment is nicely renovated and host has made sure you have most everything you need. Super clean and location is convenient to the “T” (5 min walk to Maverick station then accessible to anything). Thanks for a great stay and prompt helpful communication! "
United States
Ginger M.
The price is CA $279
CA $449 total
includes taxes & fees
Oct 26 - Oct 27
2-bedroom, 1 sofa bed next to Airport Subway, Refurbished, 1 stop to downtown
A living room with a sofa, a glass coffee table, and a staircase.

19. Spacious Modern Luxury Duplex Near Boston & Cambridge - Free Parking

Spacious Modern Luxury Duplex Near Boston & Cambridge - Free Parking
Everett
10.0 out of 10, Exceptional, (36 reviews)
"House was clean and comfortable, area had a convenient store nearby and local restaurants to eat. We had a great stay."
United States
Elizabeth
The price is CA $241
CA $593 total
includes taxes & fees
Oct 27 - Oct 28
Spacious Modern Luxury Duplex Near Boston & Cambridge - Free Parking
A bedroom with a bed, a dresser, a mirror, a potted plant, and a sliding glass door leading to a balcony.

20. Rooftop Tide | Ocean Views | Gas Fireplace

Rooftop Tide | Ocean Views | Gas Fireplace
Salisbury Beach
9.0 out of 10, Wonderful, (2 reviews)
"This property was absolutely perfect for me, my brother and two sisters visiting our paternal family. We loved that it was so close to the beach and we took long walks there. There is a small restaurant/bar a block away and the shops were two blocks away. The owner was gracious and accommodating. Highly recommend."
United States
Anonymous traveller
The price is CA $265
CA $890 total
includes taxes & fees
Nov 2 - Nov 3
Rooftop Tide | Ocean Views | Gas Fireplace
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.
View all properties
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

Harborside Inn Of Boston

Harborside Inn Of Boston

10/10 Excellent
"Location was perfect. Entire hotel had a cool and comfortable vibe. Will definitely be back when I’m back in Boston"
Mikki 1-night trip
Posted 1 hour ago
Harborside Inn Of Boston

Find out more about Middleton

Middleton Condo Rentals information

Number of reviews
379
Accommodation
177 Condo Rentals
Lowest Price
CA $381
Highest Price
CA $1,414

Frequently asked questions

Why book your condo in Middleton with Expedia?
Vacationing should be hassle-free, so if you're in search of condos at an affordable rate, Expedia has got your back. Save those pennies and pick something cheap and cheerful, or book a 5-star condo and really spoil your crew. Our search filters make it easy to secure a stay in Middleton that suits your needs.
How can I find cheap condos in Middleton?
With Expedia's useful filter tool, comparing cheap condos in Middleton is a cinch. To find properties that are easy on the wallet, narrow your search by star rating, budget and amenities.
What is there to do in Middleton near my condo?
After you've checked in to your hotel, set out and explore the fantastic things Middleton has to offer. Water Park of New England is a popular attraction to add to your must-see list.

Explore a world of travel with Expedia