Chester Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Chester holiday rentals

A modern kitchen with white cabinetry, a wooden island, and a dining area with a table and chairs.

1. The Sweet Suite - just minutes from MHT and 93

The Sweet Suite - just minutes from MHT and 93
Londonderry
10.0 out of 10, Exceptional, (6 reviews)
"What a wonderful spot!! Perfect for my husband and I to relax, work and visit family Clean and updated Host family went out of their way to welcome us, check in with us and make our stay so comfortable!! Highly recommend!! "
United States
Pamela O.
The price is AU$509
includes taxes & fees
25 Nov - 26 Nov
The Sweet Suite - just minutes from MHT and 93
View from property

2. 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, (242 reviews)
"Great property we loved the cabin the view was beautiful and the amenities were very nice addition."
United States
Corneal
The price is AU$262
includes taxes & fees
7 Dec - 8 Dec
Postcard Cabins Blake Brook, Outdoor Collection by Marriott Bonvoy
A backyard with a fire pit, wooden chairs, and string lights.

3. This one room camping cabin is a great alternative to a tent camp site.

This one room camping cabin is a great alternative to a tent camp site.
Epping
The price is AU$296
includes taxes & fees
10 Nov - 11 Nov
This one room camping cabin is a great alternative to a tent camp site.
A two-story house with a front porch, surrounded by a well-maintained lawn and trees.

4. Private Studio/Bathroom Handicap Accessible Room in Single Family Home

Private Studio/Bathroom Handicap Accessible Room in Single Family Home
Windham
6.0 out of 10, (1 review)
The price is AU$173
includes taxes & fees
16 Nov - 17 Nov
Private Studio/Bathroom Handicap Accessible Room in Single Family Home
A neatly made bed with a white duvet and several pillows, a grey rug, and a dark headboard in a room with a simple, clean design.

5. Mini cozy quiet apartment

Mini cozy quiet apartment
Rimmon Heights
9.8 out of 10, Exceptional, (13 reviews)
"Nice stay. Nice property. Would stay again"
United States
John B.
The price is AU$360
includes taxes & fees
19 Nov - 20 Nov
Mini cozy quiet apartment
A spacious living room with a white sofa, a coffee table, and a chandelier.

6. Marvelous 3-bedroom townhome with Heated floor Manchester

Marvelous 3-bedroom townhome with Heated floor Manchester
Highlands
9.0 out of 10, Wonderful, (7 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 AU$491
includes taxes & fees
19 Nov - 20 Nov
Marvelous 3-bedroom townhome with Heated floor Manchester
A room with a chandelier, a fireplace, a dining table, a sofa, and a chessboard.

7. The Amoskeag - Ash Street Inn

The Amoskeag - Ash Street Inn
Corey Square
The price is AU$407
includes taxes & fees
15 Nov - 16 Nov
The Amoskeag - Ash Street Inn
A kitchen with wooden cabinets, a dining table, chairs, a ceiling fan, and a view through a glass door.

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

Riverfront 2BR | Home King Suite | Patio & Grill
Epping
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful home that actually feels bigger than the photos show. Great place to stay and would stay again"
United States
Kimberly W.
The price is AU$798
includes taxes & fees
7 Nov - 8 Nov
Riverfront 2BR | Home King Suite | Patio & Grill
A deck with outdoor furniture, a tray with glasses and a pitcher, and a view of a lake.

9. Serene Pondside Retreat Surrounded by Nature

Serene Pondside Retreat Surrounded by Nature
Deerfield
10.0 out of 10, Exceptional, (1 review)
"Wonderful property - we stayed here to visit our nearby family and attend opening day of the Deerfield fair. The property is immaculately maintained and the host responsive. We’ll be back!"
United States
Bobbi S.
The price is AU$952
includes taxes & fees
8 Nov - 9 Nov
Serene Pondside Retreat Surrounded by Nature
A living room with a flat-screen TV mounted on the wall, a dark wooden coffee table with a potted plant and decorative items, and a small side table with a lamp.

10. Heated Winter Stay • 3BR Home • Free Parking • Near Hospitals • 6

Heated Winter Stay • 3BR Home • Free Parking • Near Hospitals • 6
Manchester
10.0 out of 10, Exceptional, (1 review)
The price is AU$389
includes taxes & fees
8 Nov - 9 Nov
Heated Winter Stay • 3BR Home • Free Parking • Near Hospitals • 6
A living room with a wooden floor, a grey sofa, a coffee table with a vase, and a flat-screen TV mounted on the wall.

11. Family Oasis

Family Oasis
Kalivas Union
10.0 out of 10, Exceptional, (3 reviews)
"Very clean interior."
United States
Douglas
The price is AU$1,140
includes taxes & fees
15 Nov - 16 Nov
Family Oasis
A stainless steel refrigerator with a water dispenser, wooden cabinets, a granite countertop, and a black trash can.

12. Charming quiet

Charming quiet
Rimmon Heights
9.4 out of 10, Exceptional, (19 reviews)
"Had everything we needed from snacks, to water! Great place to stay! "
United States
Sierra M.
The price is AU$438
includes taxes & fees
19 Nov - 20 Nov
Charming quiet
A living room with a fireplace, a ceiling fan, a bookshelf, and a coffee bar.

13. Charming & Historic 2BR Oasis in Downtown Luxury

Charming & Historic 2BR Oasis in Downtown Luxury
Downtown Manchester
10.0 out of 10, Exceptional, (31 reviews)
"Great apartment! Clean, comfortable and fantastic location. Would happily stay there again."
United States
Tracy S.
The price is AU$738
includes taxes & fees
27 Nov - 28 Nov
Charming & Historic 2BR Oasis in Downtown Luxury
A deck with outdoor seating and a grill, overlooking a lake with a forested hillside.

14. Enchanting, romantic and fun river getaway

Enchanting, romantic and fun river getaway
North End
10.0 out of 10, Exceptional, (36 reviews)
"Beautiful home, relaxing location, great amenities."
United States
Dan W.
The price is AU$532
includes taxes & fees
8 Nov - 9 Nov
Enchanting, romantic and fun river getaway
A modern kitchen with white cabinets, stainless steel appliances, a wooden ceiling, and a green accent wall.

15. Large 3 floor Townhome with Patio, Backyard and Sauna

Large 3 floor Townhome with Patio, Backyard and Sauna
Rimmon Heights
9.8 out of 10, Exceptional, (20 reviews)
"Great house for our large family. "
United States
Kayla B.
The price is AU$957
includes taxes & fees
9 Nov - 10 Nov
Large 3 floor Townhome with Patio, Backyard and Sauna
A living room with a brown leather sofa, a wooden coffee table, and a white door.

16. Relaxing Family friendly Apartment!!

Relaxing Family friendly Apartment!!
Rimmon Heights
9.6 out of 10, Exceptional, (21 reviews)
"Very nice stay."
United States
Colleen H.
The price is AU$506
includes taxes & fees
3 Dec - 4 Dec
Relaxing Family friendly Apartment!!
A living room with a sofa, armchair, coffee table, lamp, and potted plant.

17. Bright & Cozy Entire Apartment - Your New England Hub

Bright & Cozy Entire Apartment - Your New England Hub
Haverhill
9.8 out of 10, Exceptional, (8 reviews)
"It was a great place to stay."
United States
Lorraine B.
The price is AU$543
includes taxes & fees
18 Nov - 19 Nov
Bright & Cozy Entire Apartment - Your New England Hub
A hotel reception desk with a staff member, a guest, and a child.

18. 1 Queen Bed | Newly Redesigned

1 Queen Bed | Newly Redesigned
Nashua
10.0 out of 10, Exceptional, (6 reviews)
"It always seems like every time I stay at Motel 6. It’s very quiet and peaceful. People at the front desk are very professional and know how to do their job I tell people about my stays all the time By the way, the bathroom is beautiful"
United States
Joseph
The price is AU$136
includes taxes & fees
6 Dec - 7 Dec
1 Queen Bed | Newly Redesigned
A living room with a dark brown leather sofa, a wooden coffee table, and a white door.

19. Triple Family Unit Combined

Triple Family Unit Combined
Rimmon Heights
10.0 out of 10, Exceptional, (6 reviews)
"Great location! Lots of room!"
United States
Jessica C.
The price is AU$1,510
includes taxes & fees
2 Dec - 3 Dec
Triple Family Unit Combined
A modern bedroom with a bed, a TV, a ceiling fan, and a window with blinds.

20. 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 AU$278
includes taxes & fees
30 Nov - 1 Dec
Aariz Nest
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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Find holiday rentals that suit your style

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Top Chester Hotel Reviews

A Fairfield by Marriott hotel with a modern facade, large windows, and a covered entrance area.
Fairfield Inn by Marriot Manchester-Boston Regional Airport

Fairfield Inn by Marriot Manchester-Boston Regional Airport

Fairfield Inn by Marriot Manchester-Boston Regional Airport
South End

10/10 Excellent

Friendly efficient staff (particularly Oksana at front desk). Very clean. Breakfast very good. Comfortable and high quality bedding and linen. Convenient in-house laundry.
Australia
IAN
Reviewed October 13, 2019
Fairfield Inn by Marriot Manchester-Boston Regional Airport

Find out more about Chester

Everything you need to know about Chester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chester holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Chester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Chester. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chester holiday rentals we have selected for you start as low as AU$136 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Chester rentals

At Expedia, we put the best Chester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find a holiday rental in Chester?

Yes, there are holiday rentals close to the most popular sights in Chester, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Chester has to offer?

Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home: This holiday home rental outside of Chester is located in a rural location, and has an indoor pool, a patio and a BBQ to put you at ease in your new surroundings. It has 9 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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 holiday rentals like in Chester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Chester. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular option for a small group gathering.