Search Chester Cottage Rentals from CA $187

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Check prices for these dates

Next weekend
Aug 8 - Aug 10
In two weeks
Aug 15 - Aug 17
In one month
Aug 29 - Aug 31
In two months
Sep 26 - Sep 28

Browse Select Chester Cottages

Welcome to the Lake
Terrace/patio

Welcome to the Lake

10.0 out of 10, Exceptional, (39)
"We enjoyed our stay at this beautiful lake house with great hosts. Would highly recommend for anyone looking for a New Hampshire getaway."
The price is CA $267
CA $553 total
includes taxes & fees
Aug 17 - Aug 18
Welcome to the Lake
Charming lakeside cottage steps away from private sandy beach. Summer weeks open
Property grounds

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

9.8 out of 10, Exceptional, (46)
"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
Lake front cottage on Harvey Lake with a Golf Putting Green.
Smart TV, fireplace

Lake front cottage on Harvey Lake with a Golf Putting Green.

3.0 star property
8.4 out of 10, Very good, (5)
"My family stayed in this beautiful home for 6 nights and we couldn’t have loved it more. The description matched the place perfectly. There was plenty of sleeping space for 6 adults and the view from the back porch was unreal. There was plenty of water supplies which gave everyone an equal opportunity to be out in the water. Would definitely stay here again!"
Lake front cottage on Harvey Lake with a Golf Putting Green.
Baboosic Lake - Wonderful Classic S. NH Vacation Cottage all to Yourself
Terrace/patio

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

9.8 out of 10, Exceptional, (21)
"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 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
Exterior

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
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, (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!
Lakefront Green Cottage
Interior

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"
The price is CA $240
CA $298 total
includes taxes & fees
Aug 24 - Aug 25
Lakefront Green Cottage
Lakefront Pink Cottage
Dining

Lakefront Pink Cottage

The price is CA $187
CA $233 total
includes taxes & fees
Sep 1 - Sep 2
Lakefront Pink Cottage
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
Your own private Island Retreat
Interior

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
Quaint Dunbarton Waterfront Cottage
Property grounds

Quaint Dunbarton Waterfront Cottage

9.2 out of 10, Wonderful, (49)
"LOVELY AND PEACEFULVERY KIND HOST."
Quaint Dunbarton Waterfront Cottage
Little Pond, Big Fish, Swimming, Hiking, Kayaking on our Private Lake.
Interior

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 Salmon Cottage
Interior

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."
The price is CA $187
CA $233 total
includes taxes & fees
Sep 1 - Sep 2
Lakefront Salmon Cottage
Peek-a-boo Lake Views & Yard: Windham Home
House (5 Bedrooms) | Interior

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

3.0 star property
Peek-a-boo Lake Views & Yard: Windham Home
Cottage on Lake Attitash with AC, WiFi, parking
Interior

Cottage on Lake Attitash with AC, WiFi, parking

Cottage on Lake Attitash with AC, WiFi, parking
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 CA $240
CA $298 total
includes taxes & fees
Aug 9 - Aug 10
Lakefront Yellow 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

9.8 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
Outdoor dining

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!"
The price is CA $210
CA $228 total
includes taxes & fees
Aug 18 - Aug 19
Lakefront Orange Cottage
Lakefront Purple Cottage
Exterior detail

Lakefront Purple Cottage

9.2 out of 10, Wonderful, (7)
"Quaint colorful just right ."
The price is CA $212
CA $262 total
includes taxes & fees
Aug 6 - Aug 7
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
"The reviews were right. This place was great. Some areas on the carpet in the hallways and some spots on the wall were a little worn, but it was very clean. The beautiful staircase in the front lobby was so enchanting that my teenage son and I took the stairs every time. And we never do that! We are elevator people :) The staff was extremely kind and helpful. The breakfast was alright, not great, but also not the worst I've ever had. I would definitely stay there again, and I highly recommend it."
Alethia 4-night trip
Posted 1 day ago
Best Western Plus Executive Court Inn & Conference Center