
Holiday rentals in Pleasant Lake
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Top-rated holiday rentals in Pleasant Lake
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Waterfront Cottage Private Dock | Kayaks | Rowboat
Super cozy, beautiful cottage on the lake & dirt roads.Yard: sitting areas, propane fire pit & grill, fenced in yard.Inside includes reading areas, dvds, wifi, books, coloring books, puzzles, games. Enjoy the rowboat & kayaks or bring your own boat. We are on Antique Ally and State Parks are nearby (2 miles away). Enjoy a day at Chucksters, Concord, Portsmouth or the lakes region. Enjoy the LAKE LIFE! No animals (Health concern for cleaner) 4 adults or 2 adults 3 kids. Life jackets provided.

Deja Blue Lake House
Enjoy a whole house that sits directly on Northwood Lake on a private lot. House has 4 bedrooms and 1 1/2 bathrooms. 1st Bedroom has a Queen size bed, 2nd Bedroom has a Queen size bed, 3rd Bedroom has a Full size bed, 4th Bedroom has a bunk bed which is a Full Xl over a Queen.There are 2 docks. Bring your boats, floats, jet ski's, fishing poles, etc. The boat launch is located within walking distance. We have 4 paddle boards, floats, and a kayak for use while there. We do have some life jackets.

Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Antq. Farm Ell-Private deck/views/trails/Dog yard!
This farmstead "ELL" has 1800's character, yet updated for modern day. WiFi & AC! We hope this space inspires. Orig. hand hewn beams, pine floors, woodstove & vntg. bath tub to warm you after a day skiing or family sliding down threw the fields. Mtn. bike or walk the trails. Prvt. deck w/grill, fenced yard, firepit & views. We are open year round @ "Windy Ridge Inn" Nh snowmobile trails at your door! UNH, Dell Lea, Gunstock Mt, Laconia, Atlantic Ocean, NH lakes, ME Outlets. 90 min to Boston

Lakeside Cottage with Private Dock, Canoe
Escape to this charming, lakeside cottage on beautiful Pleasant Lake - one of New Hampshire’s cleanest and clearest. Enjoy breathtaking views, cozy air-conditioned interiors, and direct access to swimming, fishing, and boating. Relax on your private dock, or bring your boat, PWC, and other water toys. Explore the lake in the 14ft canoe. Perfect for couples, families, or friends seeking a peaceful retreat in nature’s embrace. Book now for an unforgettable experience on beautiful Pleasant Lake!

Charming, Relaxing Northwood Cottage
This unique and charming cottage was fully updated in 2025. It is a short walk to Northwood Lake, and our private dock. Enjoy year round seasonal outdoor activities including: boating, swimming, SUPB, and kayaking in the summer. In the fall, enjoy a hike through the spectacular foliage, and attend harvest festivals. In winter, enjoy the frozen lake that supports ice fishing, snow mobiles, and ice skating. In Spring, birdsong, blooming flowers and trees reemerge. In any season, welcome home.

Dreamy Lakefront: Hot Tub, Kayaks, & Kid-friendly
This romantic & family-friendly lakefront chalet comes with a private beach, hot tub, kayaks & stunning views and is packed with amenities. It’s a serene home base to explore some of the best New England towns and is in the heart of the Lakes Region. Swim, kayak, bike a scenic trail, fish, hike, explore historic towns, farms & food scene, or simply grill with a view & play board games. We have poured our heart into making this a romantic yet very kid-friendly retreat (kids gear included).

Lake House & Beach, Pets Welcome
Welcome to an all season adventure! Bring the family and pets. This house is located on Pleasant Lake, with a private dock in the summer and beach. Kayaks and water toys are included. In the winter enjoy ice skating, ice fishing & bonfires. Bring your boat! A private office allows for a work friendly environment. Plenty of games including volleyball, air hockey, ping pong and board games. This house has 1 king bed, 1 queen bed, 1 sofa bed and 4 bunk beds. This is a non-smoking house.

Perfection on Pleasant Lake
Message me if you don't see dates you need -we block time for ourselves. Relax and enjoy this air conditioned comfortable and modern lakeside house. Swim, kayak, canoe, paddle board or lounge on our spacious dock where you can dock your boat as well. Gorgeous gardens, two large decks, fire pit area. Large Primary Suite with King bed and pull out bed. Newly renovated, stocked kitchen, Dining table for 8, fast Wi-Fi, house stocked with puzzles, books games. Up to 2 dogs welcome.

Romantic Mirror cabin in the woods
Stay at Hidden Pines Cabins. The Mirror cabin is Maines only 3 sided floor to ceiling mirrored glass cabin. Unwind in the hot tub while looking up at the sky full of stars. Take a sauna while surrounded by nature all around. Located in the majestic forest of mount Agamenticus, the extensive trail system is off of our road. Short drive to the Ogunquit/York beaches, Outlets at Kittery and near Portsmouth, Dover and Portland restaurant scenes.

Lakefront House on Pleasant Lake - Pet Friendly
This is the perfect vacation spot for year round adventure. Steps away from one of the top clearest lakes in NH. Sandy shore is the dream vacation whether you’re looking to kick back and relax, do water sports, swim, boat, kayak with the loons, ice skate, cross country ski, snowmobile, fish or view the fall foliage. Bring your own boat and park it at the private dock or use our 2 person kayak equipped with oars and life jackets.

Loon's Ledge Lakehouse
Escape to our charming lakeside retreat in the heart of Northwood, NH, where relaxing days and outdoor adventures await! Perfectly positioned with serene views of Northwood Lake and just a stone's throw from the excellent fishing, local breweries, restaurants and more, our 3-bedroom, 1 bathroom home (plus a fantastic private outdoor shower!) is the ideal getaway for families, couples, or friends.
Popular amenities for Pleasant Lake holiday rentals
Other great holiday rentals in Pleasant Lake

Pawtuckaway Pad

Year-Round Pondside Gem Retreat, Concord, NH.

All season cozy waterfront cabin. Ideal get away.

Relax and Enjoy

Beautiful Farm Estate-Pool-HotTub-Plus Activities

Waterfront Chalk Pond | Fireplace | Kayaks

Cozy Pawtuckaway Lakefront Getaway

Harmony Cove Cottage
Destinations to explore
- White Mountain National Forest
- Ogunquit Beach
- Hampton Beach
- Wells Beach
- Squam Lake
- Weirs Beach
- Long Sands Beach
- Short Sands Beach
- Canobie Lake Park
- Pats Peak Ski Area
- York Harbor Beach
- North Hampton Beach
- Cape Neddick Beach
- Footbridge Beach
- Monadnock State Park
- Crane Beach
- Jenness Beach
- Snhu Arena
- Gooch's Beach
- Hills Beach
- Tenney Mountain Resort
- Fortunes Rocks Beach
- Salisbury Beach
- Salem Witch Museum





