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

Middleton Vacation Rentals

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Our top choices for Middleton vacation homes

1. Beautiful condo next to commuter rail into Boston

Beautiful condo next to commuter rail into Boston
Wakefield
9.6 out of 10, Exceptional, (31 reviews)
"The home was in a great neighborhood. The home is also super clean and hosts were responsive and helpful. "
United States
Melissa A.
The price is CA $319
CA $738 total
includes taxes & fees
Nov 16 - Nov 17
Beautiful condo next to commuter rail into Boston

2. Cozy Salem Getaway. Historic Home Near All the Sights

Cozy Salem Getaway. Historic Home Near All the Sights
Salem
9.6 out of 10, Exceptional, (70 reviews)
"Super cute place, spare bedroom w/ bunk beds if you're bringing family, 20min walk to all the attractions and restaurants, I chose to use Uber instead. I had a great time."
United States
Mantas
The price is CA $286
CA $556 total
includes taxes & fees
Nov 8 - Nov 9
Cozy Salem Getaway. Historic Home Near All the Sights

3. Heights House - 93 Walkscore~Halloween~Grill

Heights House - 93 Walkscore~Halloween~Grill
Salem
9.2 out of 10, Wonderful, (5 reviews)
"Apartment was very clean and close to downtown Salem but on a quiet block. Host was very responsive and helpful. Would definitely stay here again. "
United States
Steve R.
The price is CA $202
CA $516 total
includes taxes & fees
Nov 18 - Nov 19
Heights House - 93 Walkscore~Halloween~Grill

4. Modern Downtown Salem Retreat

Modern Downtown Salem Retreat
Salem
9.4 out of 10, Exceptional, (8 reviews)
"It was cozy and cute for my husband and I Clean- excellent communication- And when I say close to everything - man it was - less than a mile to downtown district and the wharf! Can't recommend enough!"
United States
Sharon
The price is CA $201
CA $363 total
includes taxes & fees
Nov 8 - Nov 9
Modern Downtown Salem Retreat

5. The Thomas Honeycomb Inn w/ Tiki Bar and Roof Deck

The Thomas Honeycomb Inn w/ Tiki Bar and Roof Deck
Salem
The Thomas Honeycomb Inn w/ Tiki Bar and Roof Deck

6. 1824 Robert Manning Place • Historic Salem • Parking

1824 Robert Manning Place • Historic Salem • Parking
Salem
10.0 out of 10, Exceptional, (22 reviews)
"This was a beautiful house as described in a quiet neighborhood. I got some of the best sleep I have had in a long time because my bed was so comfy. The servants stairs were a nice surprise. The back yard was huge and very welcoming. If I ever go back to Salem, I know where I'll be staying."
United States
Sabrina H.
The price is CA $478
CA $1,214 total
includes taxes & fees
Nov 11 - Nov 12
1824 Robert Manning Place • Historic Salem • Parking

7. Red Poof Inn: Historic Salem; 5min walk to Center

Red Poof Inn: Historic Salem; 5min walk to Center
Salem
10.0 out of 10, Exceptional, (1 review)
"We had a fantastic girls weekend in Salem and this house was prefect! Great location and great amenities!"
United States
jennifer w.
The price is CA $250
CA $816 total
includes taxes & fees
Nov 9 - Nov 10
Red Poof Inn: Historic Salem; 5min walk to Center

8. Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows
Salisbury Beach
9.8 out of 10, Exceptional, (8 reviews)
"I booked a last minute stay for some time at the ocean. The booking/check in process was so easy with very detailed instructions sent the day of my arrival. The place was exactly as pictured, a well-appointed, clean cottage, with everything I needed. The host also left a welcome gift that was thoughtful and useful. I walked the few blocks to the ocean everyday, multiple times a day to walk for hours on the beaches. I got food from a nice little Italian restaurant (Capri) just a block away. The...
United States
Maura
The price is CA $101
CA $493 total
includes taxes & fees
Nov 9 - Nov 10
Baby Love Shack: walk to Beach, Eateries, Dancing, Arcades, Shows

9. Plovers Nest

Plovers Nest
3.0 star property
Newburyport
10.0 out of 10, Exceptional, (2 reviews)
"Clean and well cared for; high end finishes; small but adorable with beautiful views from upstairs bedroom. Good communication with owners. "
United States
Anat
The price is CA $204
CA $536 total
includes taxes & fees
Nov 17 - Nov 18
Plovers Nest

10. Beverly 5BR • 1686 Historic • Beach • Firepit • Sleeps 8

Beverly 5BR • 1686 Historic • Beach • Firepit • Sleeps 8
Beverly
9.6 out of 10, Exceptional, (18 reviews)
"What a beautiful, historic property!!! Ideal for families or large groups visiting the area. Plenty of parking space! Don’t think twice about booking. Communication with the host was perfection. 5 stars for sure!"
United States
Kristen L.
The price is CA $398
CA $1,033 total
includes taxes & fees
Nov 16 - Nov 17
Beverly 5BR • 1686 Historic • Beach • Firepit • Sleeps 8

11. 15 Min to Boston, Spacious 5BR Retreat on Road with Office Space & Comfortable Beds

15 Min to Boston, Spacious 5BR Retreat on Road with Office Space & Comfortable Beds
Stoneham
10.0 out of 10, Exceptional, (4 reviews)
"This house was exactly as described and perfect for our family trip."
United States
Deb W.
The price is CA $464
CA $1,166 total
includes taxes & fees
Nov 30 - Dec 1
15 Min to Boston, Spacious 5BR Retreat on Road with Office Space & Comfortable Beds

12. Brackett Cottage: Near Salem! Heart of Historic Marblehead; Walk to Shops & Dining

Brackett Cottage: Near Salem! Heart of Historic Marblehead; Walk to Shops & Dining
Marblehead Historic District
The price is CA $246
CA $841 total
includes taxes & fees
Nov 10 - Nov 11
Brackett Cottage: Near Salem! Heart of Historic Marblehead; Walk to Shops & Dining

13. Enchanting Hidden Door Escape

Enchanting Hidden Door Escape
Stoneham
9.6 out of 10, Exceptional, (37 reviews)
"Everything was wonderful . The only suggestion would be to have a couple larger pans for cooking "
United States
John D.
The price is CA $351
CA $854 total
includes taxes & fees
Nov 8 - Nov 9
Enchanting Hidden Door Escape

14. Spacious & Convenient 1BR unit-20min to Boston

Spacious & Convenient 1BR unit-20min to Boston
Melrose
9.6 out of 10, Exceptional, (20 reviews)
"very pleased with our stay! "
United States
Patrick G.
The price is CA $251
CA $517 total
includes taxes & fees
Nov 19 - Nov 20
Spacious & Convenient 1BR unit-20min to Boston

15. Love Shack: Walk to Beach, Carousel, Restaurants, & Dancing

Love Shack: Walk to Beach, Carousel, Restaurants, & Dancing
Salisbury Beach
10.0 out of 10, Exceptional, (1 review)
The price is CA $112
CA $583 total
includes taxes & fees
Nov 9 - Nov 10
Love Shack: Walk to Beach, Carousel, Restaurants, & Dancing

16. 4BR Historic Home • Minutes 2 Downtown Salem • Parking

4BR Historic Home • Minutes 2 Downtown Salem • Parking
Salem
10.0 out of 10, Exceptional, (35 reviews)
"Great place and stocked well!! Easy walk in to salem!"
United States
Steffanie
The price is CA $346
CA $953 total
includes taxes & fees
Nov 30 - Dec 1
4BR Historic Home • Minutes 2 Downtown Salem • Parking

17. Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots

Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots
Salem
9.6 out of 10, Exceptional, (5 reviews)
The price is CA $640
CA $1,109 total
includes taxes & fees
Nov 8 - Nov 9
Lovely Bright and Spacious 4-bedroom house with 6 off-street parking spots

18. Aariz Nest

Aariz Nest
Methuen
9.0 out of 10, Wonderful, (2 reviews)
"Friendly and helpful hostess greeted me upon arrival. VRBO app was very useful for communication. Having a washer and dryer in the unit was great. The TV had Netflix, but I mostly screen casted from my iPad while was there (16 days). Had my own entrance and parking spot in the driveway. I really can't think of any negative outside of a broken handle on the microwave, which was no big deal. Recommended!"
United States
Mark S.
The price is CA $196
CA $269 total
includes taxes & fees
Dec 8 - Dec 9
Aariz Nest

19. 3BR Salem Townhouse Minutes to downtown

3BR Salem Townhouse Minutes to downtown
Salem
9.6 out of 10, Exceptional, (19 reviews)
"Good location and everything clean and comfortable."
United States
Clare L.
The price is CA $294
CA $833 total
includes taxes & fees
Nov 9 - Nov 10
3BR Salem Townhouse Minutes to downtown

20. Eagles Landing - Logan Airport

Eagles Landing - Logan Airport
East Boston
10.0 out of 10, Exceptional, (1 review)
The price is CA $150
CA $282 total
includes taxes & fees
Nov 9 - Nov 10
Eagles Landing - Logan Airport
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

Find out more about Middleton

Middleton Vacation Homes information

Number of reviews
235
Accommodation
690 Vacation Homes
Lowest Price
CA $269
Highest Price
CA $1,214

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