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Cottages in Chester

Charming lakeside cottage steps away from private sandy beach. Summer weeks open
Set amidst a serene, tree-lined area, this charming home offers a peaceful retreat.

Charming lakeside cottage steps away from private sandy beach. Summer weeks open

9.8 out of 10, Exceptional, (48)
"Couldn't have had a more relaxing vacation.The lake and property are breathtaking. "
Charming lakeside cottage steps away from private sandy beach. Summer weeks open
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
Waterfront Cottage, Quiet and Secluded, on Swains Lake
Escape to a serene cabin surrounded by lush greenery, with a covered porch and grill for outdoor cooking.

Waterfront Cottage, Quiet and Secluded, on Swains Lake

9.4 out of 10, Exceptional, (64)
"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
Enjoy a serene lakeside retreat with a clear view of the water from the deck, surrounded by lush greenery.

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
Quaint Dunbarton Waterfront Cottage
Relax in a serene outdoor setting with a fire pit at its center, surrounded by Adirondack chairs.

Quaint Dunbarton Waterfront Cottage

9.2 out of 10, Wonderful, (50)
"This property was perfect for us. My wife and 2 sons had a fantastic time. We were in New Hampshire for my sons college graduation. It was perfect for us. We had a beautiful weekend on the lake. It could not have been better!! Thank you for the memories!!"
Quaint Dunbarton Waterfront Cottage
Lakefront Salmon Cottage
Enjoy a peaceful lakeside retreat with a picnic table and chairs, a charming shed, and a scenic view.

Lakefront Salmon Cottage

9.6 out of 10, Exceptional, (10)
"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."
$156 nightly
The price is $169
Sep 1 - Sep 2
Total includes taxes and fees
Lakefront Salmon Cottage
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
Relax on the lakeside deck with a balcony, surrounded by lush greenery and a serene lake view.

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

9.8 out of 10, Exceptional, (21)
"Very quite and peaceful"
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
Lakefront Green Cottage
Enjoy a serene lake view from the comfort of this room, featuring a table and chairs.

Lakefront Green Cottage

10.0 out of 10, Exceptional, (3)
"check in is very easy to do the facilities are very nice we had avery nice weekend"
$197 nightly
The price is $214
Aug 24 - Aug 25
Total includes taxes and fees
Lakefront Green Cottage
Welcome to the Lake
Enjoy serene lake views from the covered porch of this lakeside property.

Welcome to the Lake

10.0 out of 10, Exceptional, (40)
"We enjoyed our stay at this beautiful lake house with great hosts. Would highly recommend for anyone looking for a New Hampshire getaway."
$370 nightly
The price is $401
Aug 17 - Aug 18
Total includes taxes and fees
Welcome to the Lake
The Guest Cottage in Paradise.
Enjoy serene views of the lake from this lakeside viewpoint.

The Guest Cottage in Paradise.

10.0 out of 10, Exceptional, (19)
"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.
Waterfront-2/1- Cozy Cottage -Adventure & Romance, Hiking, Kayaking-lots of fun
Outdoor dining

Waterfront-2/1- Cozy Cottage -Adventure & Romance, Hiking, Kayaking-lots of fun

Waterfront-2/1- Cozy Cottage -Adventure & Romance, Hiking, Kayaking-lots of fun
Your own private Island Retreat
Escape to a secluded cabin surrounded by lush forest, perfect for relaxation and outdoor dining.

Your own private Island Retreat

10.0 out of 10, Exceptional, (7)
"We loved staying on the island! Felt private and secluded yet only a minute boat ride from shore and town necessities nearby. The place had everything we could need from cleaning supplies to cooking essentials and plenty to do outdoors -- kid kayaks, adult kayaks, SUP, swim raft, bon fire pits, etc! Beds were comfy and wifi came in handy when needed. The host was very responsive to any questions or issues we had. "
Your own private Island Retreat
Big Fish, Little Pond. Fire Pit Swimming, Hiking, Kayaking, and Fishing!
Situated in a wooded area, this cabin features a front porch with a white picket fence and a gravel driveway leading to the entrance.

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

9.2 out of 10, Wonderful, (11)
"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!
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
Escape to a secluded cabin surrounded by tall trees and autumn foliage, with a stone staircase leading to the entrance.

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.
Peek-a-boo Lake Views & Yard: Windham Home
Relax in a hot tub on a deck with a serene view of the snowy landscape.

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

3.0 star property
8.0 out of 10, Very Good, (1)
"The property was good however in pure winter the steps get very ice and dangerous to walk in. "
Peek-a-boo Lake Views & Yard: Windham Home
Cottage on Lake Attitash with AC, WiFi, parking
Exterior

Cottage on Lake Attitash with AC, WiFi, parking

Cottage on Lake Attitash with AC, WiFi, parking
Lakefront Yellow Cottage
Relax on the covered porch with a view of the serene lake and dock.

Lakefront Yellow Cottage

10.0 out of 10, Exceptional, (3)
"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!"
$187 nightly
The price is $203
Aug 20 - Aug 21
Total includes taxes and fees
Lakefront Yellow Cottage
Cozy 3 bedroom seasonal cottage with very short walk to private community beach
Stunning two-story house with a central entrance and symmetrical facade, featuring a staircase and lattice fence.

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

9.8 out of 10, Exceptional, (11)
"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 Orange Cottage
Enjoy a serene view of the water from this covered porch with a table and chairs.

Lakefront Orange Cottage

9.0 out of 10, Wonderful, (8)
"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!"
$152 nightly
The price is $165
Aug 21 - Aug 22
Total includes taxes and fees
Lakefront Orange Cottage
Lakefront Purple Cottage
Cabins sit on a grassy lakeside area surrounded by trees, offering a serene natural setting.

Lakefront Purple Cottage

9.2 out of 10, Wonderful, (7)
"Quaint colorful just right ."
$185 nightly
The price is $200
Aug 24 - Aug 25
Total includes taxes and fees
Lakefront Purple 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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Top Chester Hotel Reviews

Best Western Plus Executive Court Inn & Conference Center

Best Western Plus Executive Court Inn & Conference Center

10/10 Excellent
"Well kept. Cute dishes and dishwasher in our little kitchen. Pool hot tub. Loved it!"
Tanya 3-night trip
Posted 1 day ago
Best Western Plus Executive Court Inn & Conference Center