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Check prices for these dates

Next weekend
6 Jun - 8 Jun
In two weeks
13 Jun - 15 Jun
In one month
27 Jun - 29 Jun
In two months
25 Jul - 27 Jul

Compare 35 Cottages in Chester with updated reviews, rates, and availability.

Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
Pool

Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.

9.4 out of 10, Exceptional, (6)
"Third time staying here we love everything the place has to offer. It’s great for my family. Also can’t beat the location."
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
Lakefront House on Pleasant Lake - Pet Friendly
Outdoor dining

Lakefront House on Pleasant Lake - Pet Friendly

10.0 out of 10, Exceptional, (1)
"We stayed for two nights and I immediately said upon arriving that I could stay forever. This home is so clean, newly renovated, with thoughtful fun additions throughout the home. Plenty of sleeping arrangements options for family or friend trips. The deck with grill and dining table, and the patio with fire pit maee enjoying the outside easy. The private dock with seating was my favorite. Highly recommend this home, and we are already planning an autumn visit! Thank you to the host(s) this is a...
Lakefront House on Pleasant Lake - Pet Friendly
Welcome to the Lake
Terrace/patio

Welcome to the Lake

10.0 out of 10, Exceptional, (35)
"Very nice some spots very small like bathroom and upstairs loft"
Welcome to the Lake
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
Exterior

Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!

9.2 out of 10, Wonderful, (10)
"A short walk to the lake where we enjoyed kayaking and were the first to use the new firepit. Great location with all the amenities you would need."
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
Quaint Dunbarton Waterfront Cottage
Property grounds

Quaint Dunbarton Waterfront Cottage

9.2 out of 10, Wonderful, (48)
"LOVELY AND PEACEFULVERY KIND HOST."
Quaint Dunbarton Waterfront Cottage
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
Property grounds

Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself

9.6 out of 10, Exceptional, (18)
"Our kids said the beds were the most comfortable beds they'd ever slept on, with the coziest blankets. The cabin was warm, cozy, and homey. Host was very nice and communication was timely and helpful. Beautiful view on the lake. Close to all amenities, shopping, and grocery stores."
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
Lakefront Orange Cottage
Miscellaneous

Lakefront Orange Cottage

9.2 out of 10, Wonderful, (7)
"We go here every year for at least one week. The owners are super nice and get back to us right away with any questions. We go kayaking and swimming every day and enjoy our time there. Can’t wait until next year!"
The price is AED 560
AED 608 total
includes taxes & fees
29 May - 30 May
Lakefront Orange Cottage
Lakefront Purple Cottage
Miscellaneous

Lakefront Purple Cottage

9.0 out of 10, Wonderful, (6)
"We enjoyed our stay very much. Caught 2 bass off the dock! Centrally located. Thankyou!"
The price is AED 609
AED 753 total
includes taxes & fees
1 Jun - 2 Jun
Lakefront Purple Cottage
Cozy 3 bedroom seasonal cottage with very short walk to private community beach
Exterior detail

Cozy 3 bedroom seasonal cottage with very short walk to private community beach

9.6 out of 10, Exceptional, (10)
"We had a great time at this lake cabin the people in the area are very friendly and it was perfect for our family"
Cozy 3 bedroom seasonal cottage with very short walk to private community beach
Lakefront Salmon Cottage
Interior

Lakefront Salmon Cottage

9.6 out of 10, Exceptional, (9)
"Room was clean and just like advertised. Enjoyed the kayaks supplied to go out on the lake. Would recommend to stay here. Only downside is the size of the fridge. Would have liked a freezer."
The price is AED 499
AED 622 total
includes taxes & fees
4 Jun - 5 Jun
Lakefront Salmon Cottage
Lakefront Yellow Cottage
Outdoor dining

Lakefront Yellow Cottage

10.0 out of 10, Exceptional, (2)
"The cottage was as described, owners were very nice, the lake is beautiful with a small beach and kayaks to borrow. Simple lodging at a reasonable price. Great memories. Thank you!"
The price is AED 639
AED 785 total
includes taxes & fees
29 May - 30 May
Lakefront Yellow Cottage
Staycation + Work From Home in one private setting
Outdoor dining

Staycation + Work From Home in one private setting

10.0 out of 10, Exceptional, (18)
"we really enjoyed our week at Pawtuckaway. Great Location and host was very responsive."
Staycation + Work From Home in one private setting
Lakefront Pink Cottage
Miscellaneous

Lakefront Pink Cottage

The price is AED 499
AED 622 total
includes taxes & fees
2 Jun - 3 Jun
Lakefront Pink Cottage
Peek-a-boo Lake Views & Yard: Windham Home
Interior

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

3.0 star property
Peek-a-boo Lake Views & Yard: Windham Home
Waterfront Cottage, Quiet and Secluded, on Swains Lake
Miscellaneous

Waterfront Cottage, Quiet and Secluded, on Swains Lake

9.4 out of 10, Exceptional, (62)
"Lovely stay,everything amazing would highly recommend!"
Waterfront Cottage, Quiet and Secluded, on Swains Lake
Waterfront cottage on large, wooded lot with amazing swimming and fishing
Smart TV, fireplace, DVD player

Waterfront cottage on large, wooded lot with amazing swimming and fishing

10.0 out of 10, Exceptional, (20)
"We found the cottage exactly what we needed- cozy, clean, spacious and it had a great view! We would definitely stay again!"
Waterfront cottage on large, wooded lot with amazing swimming and fishing
Riverfront New Hampshire Cottage w/ Boat Dock
Microwave, oven, stovetop, dishwasher

Riverfront New Hampshire Cottage w/ Boat Dock

3.0 star property
Riverfront New Hampshire Cottage w/ Boat Dock
The PondeRosa cottage at Cobbett's pond
Aerial view

The PondeRosa cottage at Cobbett's pond

10.0 out of 10, Exceptional, (19)
"Location worked perfect for us to be near family and friends "
The PondeRosa cottage at Cobbett's pond
The Guest Cottage in Paradise.
Property grounds

The Guest Cottage in Paradise.

10.0 out of 10, Exceptional, (18)
"This is our sixth year renting the cottage. The Guttman's are wonderful hosts and always attentive to our needs. And they kept us informed of anything pertaining to the cottage. We really love staying at the cottage in paradise."
The Guest Cottage in Paradise.
Enchanting Romantic Waterfront Cottage
Exterior

Enchanting Romantic Waterfront Cottage

10.0 out of 10, Exceptional, (10)
"Incredibly cozy, comfortable stay! Very well appointed and clean thought out ~ Perfect stay. The owners were extremely accommodating, thank you."
Enchanting Romantic Waterfront Cottage
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, (21)
"Great bed and pillows.Everything you need and some extras (fire wood,s’mores kit) "
The price is AED 511
AED 693 total
includes taxes & fees
29 May - 30 May
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

9.6 out of 10, Exceptional, (89)
"We had our annual friends weekend away & Chelsi’s house was the perfect setting for it all! So spacious, there was a room for everyone to do just what they wanted! Pool, hot tub & sauna was a fun added bonus! The theater room was great for the guys who wanted to hang there! Kitchen was really well stocked & had so much room for us all to gather. Beds were comfy & all the linens were cozy too! We had a great time & hope to come back! Thanks Chelsi!"
Indoor Pool, 2 Miles From Ocean, 7,000 Square Foot Luxury Home
Safe Peaceful Quite Bright Gorgeous Accessibility
Miscellaneous

Safe Peaceful Quite Bright Gorgeous Accessibility

8.0 out of 10, Very Good, (2)
"In town for a few days hunting with friends. Place was nice and owner was nice. Had trouble with the door lock code a few times. Almost had reservation cancelled because the owner could “hear animals” which was actually us getting our turkey calls out for the following day. Very clean house and quiet neighborhood. Felt weird that the owner was in some sort of a hidden apt. though. "
The price is AED 826
AED 1,562 total
includes taxes & fees
1 Jun - 2 Jun
Safe Peaceful Quite Bright Gorgeous Accessibility
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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