Pleasant Lake vacation rentals

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Top-rated vacation rentals in Pleasant Lake

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Guest suite in Strafford

4.87 out of 5 average rating, 260 reviews

The West Wing: A perfect romantic getaway

The perfect romantic get away / launch pad for local events. 2 private rooms, main bedroom, sitting room / bedroom, with full size sofa bed. Plus full bathroom, dual vanity & kitchenette. Enjoy a private deck, entry doors and parking steps away. Beautiful foliage in season, nearby lakes, state parks, snow shoeing, x country & down hill skiing. 15 minutes to UNH & 25 minutes to the seacoast. Located on a "scenic" road. Wonderful for long walks while you take in the beauty of New Hampshire.

Sep 11 – 18

G$19,876 GYD per night

Guest favorite

Farm stay in Alton

4.97 out of 5 average rating, 165 reviews

Mountain View - Modern & Beautiful

Kick back and relax in this stylish apartment space, with its own entrance around the back of the home! Modern construction w/ a king bed, large outdoor patio space w/ mountain views. A well-equipped kitchen/dining/living room combination that is great for short term or long term stays. Although there are other guest on the property you will have a private space to call your own and enjoy. Only 5 min from Lake Winnipesukee, 20 min to Wolfeboro, 25 min to Gunstock and 25 min to Bank of Pavilion

Sep 23 – 30

G$25,878 GYD per night

Guest favorite

Cottage in Northwood

4.91 out of 5 average rating, 214 reviews

Cottage near lake! Includes canoe! Dog friendly!

Come relax, sit by the fire pit, walk the dirt roads & trials! Walk 2 min. to the boat launch/swim area & enjoy the canoe. WIFI. 500 mbps. Yard: grill out, make s'mores by the fire pit, play horse shoes. Inside: play games, complete puzzles, cuddle up and watch movies. Outings: Antique Alley, Chucksters, Stonehouse Pond, Meadows State Park, Portsmouth,Concord. *Sleeps 4. *PET FEE $25 per dog/ night. 1-2 behaved dogs. Dogs only due to health concern for cleaner. *Wear life jackets provided.

Mar 17 – 24

G$33,451 GYD per night

Guest favorite

Cabin in Bradford

4.98 out of 5 average rating, 331 reviews

Deer Valley Retreat, Lovely Log Cabin

This Lake Sunapee Region cabin retreat is perfect for romantics, artists, writers, outdoor enthusiasts, gardeners, friends, & family. Centrally located between the area's best lakes and mountains, convenient to area attractions, and outdoor activities. Still, the cabin feels like a destination in itself, where you can relax, recharge, and reconnect. Cozy up by the stone fireplace, relax on the porch, see nature, read, listen, play, cook, stargaze, and enjoy just being! M&R license #: 063685

Dec 3 – 10

G$30,554 GYD per night

Guest favorite

Loft in Barrington

4.96 out of 5 average rating, 490 reviews

Sunny, secluded studio loft apartment

Fully furnished studio apartment above home owners' garage with private entrance. Secluded 5.5 acre lot of land surrounded by beautiful woods. Vaulted ceilings with ladder to loft with queen bed. Big, sunny south-facing windows overlooking back yard and gardens. Homeowners are a laid-back, married gay couple, living in the main house with their 2 year old daughter and a dog. LGBTQ friendly home that welcomes kind guests of any race, religion, gender, and orientation. A minute from Route 125.

Sep 1 – 8

G$19,784 GYD per night

Guest favorite

Guesthouse in Wilton

4.95 out of 5 average rating, 571 reviews

Cottage beside a waterfall

Our 1840’s renovated grist mill is located in the beautiful Monadnock Region. The house and cottage are situated on twelve acres and includes gardens, an orchard, berry bushes, grape vines, beehives, a dog, and a tremendous waterfall. We are close to many of nature’s gems including Mount Monadnock, Pack Monadnock, the Heald Tract hiking trails, skiing, snowshoeing and swimming. Also the acclaimed MacDowell Arts Center, Andy’s Summer Playhouse, Andres Institute of Art and the Waldorf Schools.

Jan 26 – Feb 2

G$31,590 GYD per night

Guest favorite

Home in Northwood

4.99 out of 5 average rating, 116 reviews

Pleasant Lake Paradise - Heaven w/private hot tub!

Hot tub open year round! Don't see your dates available? Message me. We love our home away from home...with lake views, two bedrooms, 1.5 baths, and an expansive back deck with hot tub - our peaceful home on Pleasant Lake is sure to please. Boat, swim, kayak, hike, ice fish...or simply relax. In all seasons, this charming home has it all. And, we love your 4 legged friend! Dogs (only) welcome. Looking to rebook? PM sooner than later as I'm happy to accommodate repeat guests.

Dec 27 – Jan 3

G$98,739 GYD per night

Guest favorite

Guest suite in Lee

4.98 out of 5 average rating, 128 reviews

Farm setting. In-house suite with own entrance.

This lovely 3-room suite in our home has a private entrance. Rooms include bedroom, private bathroom, and sitting room/art studio with a sofa bed. 10 minutes from University of New Hampshire, and 30 minutes from Portsmouth. Small refrigerator, coffee maker and electric kettle. Nearby hiking, pickle-ball, tennis. In winter, 1 hour to downhill ski, cross country nearby. This property is a working farm and greenhouse business, with CSA vegetable gardens. All are welcome.

Jul 18 – 25

G$27,029 GYD per night

Superhost

Cabin in Epsom

4.83 out of 5 average rating, 192 reviews

Getaway Blake Brook - Boston

An easy drive from the city, Getaway is a new way to experience the great outdoors. Nestled across dozens of acres of private woodlands, our modern, tiny cabins have everything you need (comfy bed, bathroom, fresh linens) and nothing you don’t. Featuring a private outdoor area (hello, fire pit), each cabin is designed to help you relax, unwind and disconnect from the everyday. Plus, as part of your stay, you'll receive firewood, a s'mores kit, coffee and bottled water*.

Jun 28 – Jul 5

G$55,787 GYD per night

Guest favorite

Guest suite in Loudon

4.94 out of 5 average rating, 200 reviews

Private In-Law Apartment With Views and Hot Tub

NEWLY RENOVATED SEPTEMBER 2023! Private 1bed, 1 bath in-law apartment with dedicated entrance and no shared spaces, moments from historic downtown Concord NH. Sleeps up to 3 with queen bed and futon. Enjoy the sunset behind Mt. Kearsage while sitting around the fire pit overlooking the surrounding valley. Under 40 minutes to Gunstock Mountain and Pats Peak, and less than one hour to Crotched and Ragged Mountain. 30 minutes to Lake Winnisquam and Lake Winnepesauke.

Oct 24 – 31

G$31,302 GYD per night

Guest favorite

Cottage in Middleton

4.96 out of 5 average rating, 138 reviews

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Escape to a peaceful, lakeside retreat with a secluded sun-lit deck and private dock with incredible views of Sunrise Lake, plus a 4-person hot tub, and seasonal amenities like a pedal boat, two kayaks, a SUP board, gas fire table, central A/C, a pellet stove, and snowshoes. Enjoy nearby activities like hiking, leaf peeping, skiing, and visiting scenic towns, local vineyards and breweries — or simply relaxing in a beautiful lakefront setting!

Oct 25 – Nov 1

G$73,382 GYD per night

Guest favorite

Yurt in Deerfield

5.0 out of 5 average rating, 121 reviews

The Yurt at Echo Hill Farm

Are you looking for a romantic get-away? We've got it. You looking for a quiet, secluded place in nature to escape from the urban bustle? We've got it. You looking for a place located near outdoor activities and walking distance from a micro brewery? We've got it. You looking for a one-of-a-kind lodging experience that will make your friends envious when you post about it on social media? (Sigh). We've got that too.

Mar 25 – Apr 1

G$26,153 GYD per night