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Chester Vacation Rentals

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Check prices for these dates

In two weeks
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Chester vacation rentals

View from property

1. Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
2.5 star property
Epsom
9.6 out of 10, Exceptional, (192 reviews)
"It was an enjoyable stay."
United States
Marybeth
The price is AED 511
AED 713 total
includes taxes & fees
31 Aug - 1 Sep
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
1 bedroom, WiFi (free), bed sheets

2. Mini cozy quiet apartment

Mini cozy quiet apartment
Rimmon Heights
9.8 out of 10, Exceptional, (12 reviews)
"Nice stay. Nice property. Would stay again"
United States
John B.
The price is AED 437
AED 885 total
includes taxes & fees
23 Aug - 24 Aug
Mini cozy quiet apartment
3 bedrooms, WiFi, bed sheets

3. Fabulous 3-bedroom house in Manchester

Fabulous 3-bedroom house in Manchester
Manchester
9.4 out of 10, Exceptional, (13 reviews)
"Great place to stay. The rooms were clean and the host was very communicative and accommodating."
United States
gisselle f.
The price is AED 522
AED 1,332 total
includes taxes & fees
2 Sep - 3 Sep
Fabulous 3-bedroom house in Manchester
Interior

4. The Amoskeag - Ash Street Inn

The Amoskeag - Ash Street Inn
Corey Square
The price is AED 639
AED 1,064 total
includes taxes & fees
25 Aug - 26 Aug
The Amoskeag - Ash Street Inn
Interior

5. Lakefront Salmon Cottage

Lakefront Salmon Cottage
Northwood
9.8 out of 10, Exceptional, (18 reviews)
"I had a wonderful stay at the cottage. Nancy met me there and gave me a gift! The cottage was perfect! Clean and welcoming. I will definitely be back!"
United States
susan l.
The price is AED 499
AED 622 total
includes taxes & fees
7 Sep - 8 Sep
Lakefront Salmon Cottage
Cookware/dishes/utensils

6. Charming quiet

Charming quiet
Rimmon Heights
9.8 out of 10, Exceptional, (18 reviews)
"Had everything we needed from snacks, to water! Great place to stay! "
United States
Sierra M.
The price is AED 621
AED 1,204 total
includes taxes & fees
23 Aug - 24 Aug
Charming quiet
Smart TV

7. Marvelous 3-bedroom townhome with Heated floor Manchester

Marvelous 3-bedroom townhome with Heated floor Manchester
Highlands
9.4 out of 10, Exceptional, (6 reviews)
"Location was close to stores and easy access to the highway. Everything was new and clean. Beds were very comfortable.Would be a great location for families coming for college graduation. Would stay here again "
United States
Kimberly D.
The price is AED 740
AED 1,600 total
includes taxes & fees
2 Sep - 3 Sep
Marvelous 3-bedroom townhome with Heated floor Manchester
Private kitchen

8. Comfortable Studio Close to Airport / Arena / Mall

Comfortable Studio Close to Airport / Arena / Mall
Highlands
10.0 out of 10, Exceptional, (1 review)
"Great location. Close to the airport and SNHU arena. Plenty of shopping options within a mile. Apartment was nice and clean."
United States
Steven T.
The price is AED 516
AED 1,225 total
includes taxes & fees
1 Sep - 2 Sep
Comfortable Studio Close to Airport / Arena / Mall
Lake

9. The Cottages at Harvey Lake

The Cottages at Harvey Lake
3.0 star property
Northwood
8.8 out of 10, Excellent, (47 reviews)
"The view of the lake from the cabin was excellent. "
United States
Matt
The price is AED 500
AED 542 total
includes taxes & fees
7 Sep - 8 Sep
The Cottages at Harvey Lake
Smart TV

10. Relaxing Family friendly Apartment!!

Relaxing Family friendly Apartment!!
Rimmon Heights
9.6 out of 10, Exceptional, (21 reviews)
"Would definitely stay again! House was clean and had everything we needed and more!!We were a group of 6 and there was plenty of room for all! "
United States
Sarah W.
The price is AED 705
AED 1,307 total
includes taxes & fees
24 Aug - 25 Aug
Relaxing Family friendly Apartment!!
1 bedroom, desk, iron/ironing board, travel crib

11. Downtown Amesbury! 15 Mins to Beach

Downtown Amesbury! 15 Mins to Beach
Amesbury
10.0 out of 10, Exceptional, (1 review)
"Perfect place! Easy walk to downtown Amesbury. Quite neighborhood "
United States
Holly B.
Downtown Amesbury! 15 Mins to Beach
Dining

12. Riverfront 2BR | Home King Suite | Patio & Grill

Riverfront 2BR | Home King Suite | Patio & Grill
Epping
The price is AED 687
AED 2,017 total
includes taxes & fees
23 Aug - 24 Aug
Riverfront 2BR | Home King Suite | Patio & Grill
Outdoor dining

13. Lakefront Secluded Cottage in Northwood, New Hampshire

Lakefront Secluded Cottage in Northwood, New Hampshire
Northwood
The price is AED 533
AED 662 total
includes taxes & fees
7 Sep - 8 Sep
Lakefront Secluded Cottage in Northwood, New Hampshire
Exterior

14. Lakefront Purple Cottage

Lakefront Purple Cottage
Northwood
9.2 out of 10, Wonderful, (7 reviews)
"Quaint colorful just right ."
United States
Susan B.
The price is AED 560
AED 695 total
includes taxes & fees
31 Aug - 1 Sep
Lakefront Purple Cottage
Exterior

15. Lakefront Orange Cottage

Lakefront Orange Cottage
Northwood
9.0 out of 10, Wonderful, (12 reviews)
"The personal touch and welcome gift was lovely z"
United States
Joyce
The price is AED 609
AED 661 total
includes taxes & fees
30 Aug - 31 Aug
Lakefront Orange Cottage
Dining

16. Lakefront Pink Cottage

Lakefront Pink Cottage
Northwood
10.0 out of 10, Exceptional, (4 reviews)
"We had an enjoyable two night stay at the cabin. Our dog loved his first ever swim and we wanted to stay longer."
United States
Matty B.
The price is AED 639
AED 793 total
includes taxes & fees
2 Sep - 3 Sep
Lakefront Pink Cottage
Coffee/tea maker, fridge, microwave, oven

17. North End Retreat Family

North End Retreat Family
North End
8.8 out of 10, Excellent, (3 reviews)
"The property was clean, amenities were good, kitchen and bathroom was well stocked. "
United States
CHITHKALA S.
The price is AED 727
AED 1,327 total
includes taxes & fees
13 Sep - 14 Sep
North End Retreat Family
Dining

18. Lakefront Yellow Cottage

Lakefront Yellow Cottage
Northwood
9.4 out of 10, Exceptional, (6 reviews)
"Clean, friendly, a great place to stay. I kayaked in the lake and it was beautiful. Hope to stay again next summer!"
United States
Ravaioli N.
The price is AED 609
AED 757 total
includes taxes & fees
1 Sep - 2 Sep
Lakefront Yellow Cottage
Exterior

19. Spacious 2BR Apartment Near Bradford & Merrimack Valley Parking Included.

Spacious 2BR Apartment Near Bradford & Merrimack Valley Parking Included.
Haverhill
10.0 out of 10, Exceptional, (5 reviews)
"Family really enjoyed alot Thank you. "
United States
Andrew G.
The price is AED 624
AED 1,264 total
includes taxes & fees
21 Sep - 22 Sep
Spacious 2BR Apartment Near Bradford & Merrimack Valley Parking Included.
Smart TV

20. Family Oasis

Family Oasis
Kalivas Union
10.0 out of 10, Exceptional, (2 reviews)
"The house was spotless, and the linens were fresh and clean. There were ample coffee-making appliances, which was a great touch. I especially appreciated the generous supply of towels and the excellent lighting throughout the space."
United States
Elisse D.
The price is AED 1,087
AED 2,941 total
includes taxes & fees
30 Aug - 31 Aug
Family Oasis
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 Chester Hotel Reviews

La Quinta Inn & Suites by Wyndham Salem NH

La Quinta Inn & Suites by Wyndham Salem NH

10/10 Excellent
"The staff are amazing....just as important as the room and amenities. Housekeeping are honest, reliable people."
William 1-night trip
Posted 10 hours ago
La Quinta Inn & Suites by Wyndham Salem NH

Frequently asked questions

Can I find a vacation rental in Chester?

Yes, we offer vacation rentals close to well known points of interest in Chester, or you can select a secluded option if you're looking for relaxation.

What are some of the best vacation home rentals in Chester?

2-bedroom lakeside retreat in beautiful Windham: This vacation home rental outside of Chester is on a lake and equipped with air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include an electric kettle to make your meal-planning easier.

What can I see and do in Chester?

While exploring the area, visit family-friendly sights like Canobie Lake Park, or get outside and enjoy nature at Onway Lake. While here, Chester Public Library and Chester Town Hall are other places worth a visit.

What are vacation rentals like in Chester?

Vacation rentals are private properties you can book for several days or more in Chester. Vacation rentals feature extras such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies bustling with people while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is an attractive choice for family trips.