Chester Vacation Rentals

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Check prices for these dates

Next weekend
Feb 7 - Feb 9
In two weeks
Feb 14 - Feb 16
In one month
Feb 28 - Mar 2
In two months
Mar 28 - Mar 30

Browse Select Chester Vacation Homes

Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
Indoor pool, a heated pool

Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home

9.4 out of 10, Exceptional, (82)
"My sister and I hosted a girls’ weekend with 15 friends. Chelsi’s house was perfect to accommodate everyone! The house was beautiful, there were plenty of beds and bathrooms for all of us, and we had the best time! Chelsi was also super great/quick with communication when I had a question! We had an amazing weekend in NH! "
The price is CA $2,174
CA $3,323 total
includes taxes & fees
Feb 17 - Feb 18
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
Peek-a-Boo Lake Views & Yard: Windham Home
Terrace/patio

Peek-a-Boo Lake Views & Yard: Windham Home

10.0 out of 10, Exceptional, (1)
"We have rented thru VRBO before. This was by far our best experience. The house had everything we needed (no running out first thing for toilet paper) Best of all was the Christmas tree and decorations. It really made it “home for the holiday.”The agent and owners were super communicative, let us know what and where’s promptly.I can’t thank them enough for the experience. Our dog loved the space it trapped in a hotel room."
Peek-a-Boo Lake Views & Yard: Windham Home
Charming 1825 Farmhouse Near Boston & Canobie Lake
TV

Charming 1825 Farmhouse Near Boston & Canobie Lake

9.4 out of 10, Exceptional, (10)
"Really enjoyed our stay for a weekend getaway. The house was very clean and true space was perfect for our family of 6.Upon checking, just note that the entrance door is in the middle of the unit, not by the parking spaces off the left driveway"
The price is CA $288
CA $645 total
includes taxes & fees
Feb 18 - Feb 19
Charming 1825 Farmhouse Near Boston & Canobie Lake
The House at Harvey Lake
Miscellaneous

The House at Harvey Lake

9.4 out of 10, Exceptional, (21)
"The hosts were wonderful! Ample supply of boats and life jackets. Beautiful location!"
The House at Harvey Lake
Enchanting Romantic Riverfront Cottage
Smart TV, fireplace, DVD player, books

Enchanting Romantic Riverfront Cottage

2.0 star property
10.0 out of 10, Exceptional, (4)
"Great house, in a great location. Lilly is super communicative. We are already planning another stay when we can get out on the river."
Enchanting Romantic Riverfront Cottage
Cozy home with hot tub minutes to downtown Nashua and Shops
Fridge, microwave, oven, stovetop

Cozy home with hot tub minutes to downtown Nashua and Shops

9.6 out of 10, Exceptional, (16)
"This property was perfect for our needs-- clean, well stocked with the items the listing stated would be in site, spacious and comfortable. Kyle was extremely quick to answer our messages, we would definitely come back to this property the next time we are in the area!"
The price is CA $393
CA $832 total
includes taxes & fees
Feb 2 - Feb 3
Cozy home with hot tub minutes to downtown Nashua and Shops
Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath
Terrace/patio

Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath

10.0 out of 10, Exceptional, (52)
"We had a great time staying here with all of the spa amenities. Massage chair is very nice, hot tub, cold plunge and sauna were a great. King bed was comfy and shower was very nice. Heated bathroom floor is awesome. Host was wonderful and accommodating. Typically we look for more private stays but this was definitely worth the change up. "
Luxurious Spa Suite with Jacuzzi, Outdoor Sauna, Plunge Pool and Steam-bath
Waterfront Cottage
Property grounds

Waterfront Cottage

9.8 out of 10, Exceptional, (34)
"The property was perfect for what we needed and we will definately be staying again."
Waterfront Cottage
Great for Families Modern Farmhouse Near Shopping
Fridge, microwave, oven, stovetop

Great for Families Modern Farmhouse Near Shopping

9.4 out of 10, Exceptional, (3)
"The host was very communicative up to the day we checked in. Anytime there was a question I had the response was quick. The house was equipped with everyday necessities even laundry detergent which was very nice. I feel like everything was very considerate. The house was very lovely and it was in a great location. "
The price is CA $1,549
CA $2,151 total
includes taxes & fees
Feb 23 - Feb 24
Great for Families Modern Farmhouse Near Shopping
North End Family Oasis
Fridge, microwave, oven, stovetop

North End Family Oasis

9.6 out of 10, Exceptional, (13)
"This home was lovely and appeared to have been recently redone with fresh paint, new appliances, etc. The kitchen was well stocked. The home was comfortable and clean, well kept. We had a great stay and will definitely return next time we are in Manchester."
North End Family Oasis
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
Fridge, microwave, oven, stovetop

A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.

9.4 out of 10, Exceptional, (6)
"It was as described on their website. Large ranch. Plenty of room. Comfortable beds and furniture. Kitchen has everything. Outside grill and firepit. Large fenced in yard. Contacted host MANY times during our stay with multiple questions. Always returned my texts quickly. Nothing major. Just things I couldn't find or how Ishould do something. I always received an answer within 10-15 minutes"
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
Linden Tree: Walk to Hallmark Holiday Downtown, Gas Fireplace, Spacious, Fast WiFi, Smart TV
Property grounds

Linden Tree: Walk to Hallmark Holiday Downtown, Gas Fireplace, Spacious, Fast WiFi, Smart TV

7.8 out of 10, Good, (14)
"Clean, nice, centrally located. Appox 0.8 mile walk to shops."
The price is CA $139
CA $569 total
includes taxes & fees
Feb 2 - Feb 3
Linden Tree: Walk to Hallmark Holiday Downtown, Gas Fireplace, Spacious, Fast WiFi, Smart TV
Charming 4-bedroom unit with 2 full bathrooms in serene Methuen Ma
Interior

Charming 4-bedroom unit with 2 full bathrooms in serene Methuen Ma

10.0 out of 10, Exceptional, (1)
"Lovely home and FANTASTIC customer service. Quick response for any requests. I asked about a coffee pot and he brought a brand new pot. It snowed and without being asked he came and shoveled and salted the walk and driveway. I will happily visit again. "
Charming 4-bedroom unit with 2 full bathrooms in serene Methuen Ma
Maple Place Private Guest House
Fridge, microwave, oven, stovetop

Maple Place Private Guest House

10.0 out of 10, Exceptional, (2)
"Very quiet, well kept and beautiful amenities. The owners were accommodating with an unexpected delay in arrival. "
Maple Place Private Guest House
The Cottages at Harvey Lake
Lake

The Cottages at Harvey Lake

3.0 star property
8.6 out of 10, Excellent, (39)
"This fit the bill for an unplanned birthday overnight. Everything went smoothly and was as described. We regret our stay was too short to enjoy some of the amenities but we hope to return."
The Cottages at Harvey Lake
Modern Home-Near Beach/w lg Stylish Patio & HotTub, Fire Tables & Outdoor Dining
Terrace/patio

Modern Home-Near Beach/w lg Stylish Patio & HotTub, Fire Tables & Outdoor Dining

10.0 out of 10, Exceptional, (3)
"This is a beautiful home. Close to all the action in Hampton Beach. KC and the Sunshine Band was playing at the Casino Ballroom it was a great show!!! Ruthie was a wonderful host and kept in touch throughout our 10 day stay. We will definitely stay here again next year with friends. Thank you Ruthie for everything ;)"
Modern Home-Near Beach/w lg Stylish Patio & HotTub, Fire Tables & Outdoor Dining
Riverfront New Hampshire Cottage w/ Boat Dock
Miscellaneous

Riverfront New Hampshire Cottage w/ Boat Dock

8.6 out of 10, Excellent, (7)
"Nice I like and can back "
Riverfront New Hampshire Cottage w/ Boat Dock
Warm house with pool table, large deck, AC, washer/dryer, & beautiful kitchen
Fridge, microwave, oven, stovetop

Warm house with pool table, large deck, AC, washer/dryer, & beautiful kitchen

6.6 out of 10, (14)
"It had plenty of space for Christmas away"
Warm house with pool table, large deck, AC, washer/dryer, & beautiful kitchen
Lakefront Retreat w/ Kayaks, Grill, Fire Pit!
Outdoor dining

Lakefront Retreat w/ Kayaks, Grill, Fire Pit!

9.6 out of 10, Exceptional, (10)
"We went in November for a small family retreat and did expect to nor did we swim or kayak. But being on the lake, sitting on the dock and small beach was a magical way to see so many many stars in the sky. It was steps to walk into Pawtuckaway park and go in a hike. We made it to the fire tower!"
Lakefront Retreat w/ Kayaks, Grill, Fire Pit!
Whispering Pines Retreat Perfect Location
Fridge, microwave, oven, stovetop

Whispering Pines Retreat Perfect Location

9.6 out of 10, Exceptional, (13)
"Clean and beautiful decor. "
Whispering Pines Retreat Perfect Location
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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Other property types in Chester

Postcard Cabins Blake Brook
Exterior

Postcard Cabins Blake Brook

2.0 star property
10.0 out of 10, Exceptional, (2)
"Great silence environment "
The price is CA $145
CA $157 total
includes taxes & fees
Feb 5 - Feb 6
Postcard Cabins Blake Brook
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
Indoor pool, a heated pool

Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home

9.4 out of 10, Exceptional, (82)
"My sister and I hosted a girls’ weekend with 15 friends. Chelsi’s house was perfect to accommodate everyone! The house was beautiful, there were plenty of beds and bathrooms for all of us, and we had the best time! Chelsi was also super great/quick with communication when I had a question! We had an amazing weekend in NH! "
The price is CA $2,174
CA $3,323 total
includes taxes & fees
Feb 17 - Feb 18
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
Peek-a-Boo Lake Views & Yard: Windham Home
Terrace/patio

Peek-a-Boo Lake Views & Yard: Windham Home

10.0 out of 10, Exceptional, (1)
"We have rented thru VRBO before. This was by far our best experience. The house had everything we needed (no running out first thing for toilet paper) Best of all was the Christmas tree and decorations. It really made it “home for the holiday.”The agent and owners were super communicative, let us know what and where’s promptly.I can’t thank them enough for the experience. Our dog loved the space it trapped in a hotel room."
Peek-a-Boo Lake Views & Yard: Windham Home
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.