Jolly Island Vacation Rentals

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Vacation Rentals in Jolly Island

Cold Spring Plymouth Resort

3.5 star property
9.2 out of 10, Wonderful, (119)
"Hidden gem. Close to downtown Plymouth , Plymouth State and Holderness School. "
Cold Spring Plymouth Resort

Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

10.0 out of 10, Exceptional, (167)
"Fantastic stay! The house was spotless, beautifully decorated, and had all the amenities we needed for a comfortable stay. The location was perfect—close to everything yet peaceful and relaxing. The host was responsive and made the check-in process seamless. Highly recommend and would definitely stay again!"
Private Home with Large Indoor pool- Perfect for Summer Fun, Fall Foliage & Ski

New Lakefront Home sleeps 14 with dock.

8.8 out of 10, Excellent, (61)
"Location is very convenient - grocery within a 10 min ride, easy access to the Lake, dining, and popular Winnipesaukee villages around the lake. The amenities were generous - including towels and linens at the location, travel shampoo/condition/soaps available, fully stocked kitchen with dish soap and other kitchen tools available. The kitchen is tight and the central artery of the house, which made it difficult with 12 people. I'd recommend bringing a mattress pad or something for the pull...
New Lakefront Home sleeps 14 with dock.

Cedar Lodge condo with mountain & lake Winnipesauke views!

9.6 out of 10, Exceptional, (40)
"I stayed at Cedar Lodge while at ski races at Gunstock. I was by myself and the condo was perfect for me. The snacks and bottled water were a nice touch. It was a great visit.Thank You,Bruce"
The price is CA $66
CA $205 total
includes taxes & fees
Apr 30 - May 1
Cedar Lodge condo with mountain & lake Winnipesauke views!

Perfect Modern Lake Front Retreat with Dock! Sleeps 4

9.6 out of 10, Exceptional, (17)
"The place was quaint, modern and lovely. The views were fabulous! "
The price is CA $208
CA $387 total
includes taxes & fees
May 12 - May 13
Perfect Modern Lake Front Retreat with Dock! Sleeps 4

The Gnome Home Cottage located near white mountain NH

9.6 out of 10, Exceptional, (46)
"Lovely little Aframe with lots of charm! James was great host, very easy to work with and attentive. The gnome decor adorable the kids loved it! Really nice space overall. We look forward to our next visit."
The price is CA $220
CA $411 total
includes taxes & fees
Apr 29 - Apr 30
The Gnome Home Cottage located near white mountain NH

Lakefront Alton Bay Retreat w/ Dock Near Beaches!

9.6 out of 10, Exceptional, (4)
"Great location for us. We are going to a Camp Kabeyun reunion and it was very convenient. There was some cleanliness issues with crumbs and such but overall the property was great."
Lakefront Alton Bay Retreat w/ Dock Near Beaches!

The view-Enjoy Lake Winni both on & off the water-outdoor enthusiasts dream

2.5 star property
10.0 out of 10, Exceptional, (2)
"Enjoyed our stay a lot "
The view-Enjoy Lake Winni both on & off the water-outdoor enthusiasts dream

Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

9.6 out of 10, Exceptional, (20)
"As a family of 6, our options are limited to 2 hotel rooms or a vacation property. This property exceeded all expectations. Perfect balance between feeling like a family vacation home and an elevated rental property without being full luxury with the typical higher price tag. Will definitely return. "
The price is CA $139
CA $582 total
includes taxes & fees
Apr 29 - Apr 30
Lakefront 4 Bedroom 2 Bathroom Retreat with Beach and Dock

Cozy, Pet-Friendly Escape Near Lake & Mountains

10.0 out of 10, Exceptional, (31)
"Charming, clean and lovely place to stay. Owners were very easy to communicate with. Place was gorgeous. We had a great time. We would definitely stay here again and highly recommend it!!! "
Cozy, Pet-Friendly Escape Near Lake & Mountains

Secluded Waterfront Real Estate - Dams Beach

9.0 out of 10, Wonderful, (36)
"We stayed there for Laconia weekend 2024. 4 couples were very comfortable. The street up to a certain part to get to location is paved then dirt. The driveway dirt and rocks which is rough especially for motorcycle. Owner allowed easy early check in and we were able to park motorcycles in garage which was awesome. Home could use some maintenance but overall nice. The location was quiet and secluded. Only downfall with the location for us is distance not walkable to get to weirs strip which we...
Secluded Waterfront Real Estate - Dams Beach

Modern Waterfront Condo with Views and Lake Access

10.0 out of 10, Exceptional, (2)
"We used this cute little condo for girls night. We sat in the deck at night (great weather) and it was perfect! "
The price is CA $203
CA $507 total
includes taxes & fees
May 7 - May 8
Modern Waterfront Condo with Views and Lake Access

Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

8.8 out of 10, Excellent, (15)
"We stay. In Alton Bay each year for a couple of concerts at Bank of NH Pavilion in Gilford. We extend it by staying for a couple of days at Lake Winnipesaukee The motel is perfectly located close to the venue and on the lake for swimming and boating while visiting BNH Pavilion. The motel is in a pine grove and is lake front. It's "!old school " feel reminds of my childhood. It's clean and quite, but no thrills. Don't expect first class accommodations but if you like the feel of a...
The price is CA $232
CA $443 total
includes taxes & fees
Apr 30 - May 1
Picturesque studio in bay-front locale just steps to water w/WiFi & kitchenette

Best value on Newfound Lake NH 2 day min

9.2 out of 10, Wonderful, (17)
"Stay was fine and accommodated our needs."
The price is CA $277
CA $591 total
includes taxes & fees
May 1 - May 2
Best value on Newfound Lake NH 2 day min

New Charming Chalet with Lake Winni Views

10.0 out of 10, Exceptional, (1)
"Great"
New Charming Chalet with Lake Winni Views

4Bedrm Sleeps 12 Winnipesaukee Waterfront gradual sandy sloped shoreline Pets OK

9.0 out of 10, Wonderful, (8)
"The house was clean and comfortable. It was roomy. The views were great. The owners were helpful and friendly. We would stay here again. "
4Bedrm Sleeps 12 Winnipesaukee Waterfront gradual sandy sloped shoreline Pets OK

Storybook Pines — A Lakefront Family Reunion Retreat

Storybook Pines — A Lakefront Family Reunion Retreat

Charming dog-friendly lakefront cottage with private dock & community beach

8.8 out of 10, Excellent, (5)
"Great spot, great doc, great everything. It was a little small. but still nice. The only thing that it lacked was a couple of AC units because it gets very hot if it is a hot humid day especially upstairs in the loft."
Charming dog-friendly lakefront cottage with private dock & community beach

Picturesque Squam Lake House: beach/dock access & dog friendly

2.0 star property
10.0 out of 10, Exceptional, (3)
"The house was perfect for our football weekend at Plymouth State U. Slept 8 of us very comfortably. Kitchen and living space were exactly what we needed. "
Picturesque Squam Lake House: beach/dock access & dog friendly

Stargazer's retreat with hot tub & decks - near Ellacoya State Beach

8.2 out of 10, Very good, (29)
"We had a great stay at this property. It was very conveniently located near Gunstock Ski Resort. The hot tub was perfect after a long day skiing and tubing. The home was clean and well-furnished."
Stargazer's retreat with hot tub & decks - near Ellacoya State Beach
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 types of properties in Jolly Island you may be interested in

Mill Falls Resort Collection at the Lake

3.0 star property
8.2 out of 10, Very good, (678)
"Loved the hotel and the surrounding town"
The price is CA $173
CA $248 total
includes taxes & fees
Apr 29 - Apr 30
Mill Falls Resort Collection at the Lake

Best Western Plymouth Inn-White Mountains

2.5 star property
9.0 out of 10, Wonderful, (775)
"Good option if you need to visit Plymouth, which is just a short drive away. The Expedia price was hard to beat. Slightly tired and uninspired facilities, but nonetheless very clean and comfortable beds. We had a dog friendly room and were happy to see that it incorporated a hard surfaced floor. We’ve stayed in other hotels where you could see stains and/or detect “doggy odour” from previous pets; that was not the case here."
The price is CA $118
CA $128 total
includes taxes & fees
May 21 - May 22
Best Western Plymouth Inn-White Mountains

Best Western Plus Landmark Inn

2.5 star property
7.6 out of 10, Good, (1001)
"I enjoyed my stay."
The price is CA $140
CA $152 total
includes taxes & fees
May 4 - May 5
Best Western Plus Landmark Inn
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.

Frequently asked questions

Can I find vacation rentals in Jolly Island?

Yes, you can find vacation rentals close to the most popular sights in Jolly Island, or you can go with a secluded option if you'd like a relaxing place to stay.

What are some of the best vacation rentals in Jolly Island?

Cold Spring Plymouth Resort: This vacation home rental near Jolly Island is located in the mountains and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop. You can relax into your vacation with an outdoor tennis court and a hot tub.

What can I see and do in Jolly Island?

Explore the area and family-friendly sights such as Funspot Family Fun Center, or get out into nature at a spot like Lake Winnipesaukee. In the larger area, you’ll find Bank of New Hampshire Pavilion at Meadowbrook and Ellacoya State Park.

What are vacation rentals like in Jolly Island?

Vacation rentals are privately owned properties you can reserve for several days or more in Jolly Island. Vacation rentals offer extras such as kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of safety away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family trips or small group gatherings.