Vacation rentals in Ossipee

4.89 out of 5 average rating, 204 reviews

Condo in Kennebunk

Over 1000 Five Star Reviews! Walk to Dock Square !

AshleyRating, 5 stars2 weeks ago

I had a wonderful stay at this cozy Airbnb. The location was perfect, right in the heart of downtown, so it was super convenient to walk to shops, restaurants, and everything else we wanted to see. We also loved that it was dog friendly, which made our trip even better. The place was clean, comfortable, and exactly as described. The host was friendly and responsive, making check-in a breeze. Highly recommend!

4.83 out of 5 average rating, 114 reviews

A welcoming cabin is situated down a gravel driveway surrounded by tall trees. Warm light spills from the windows, creating a cozy ambiance as dusk settles. A lantern beside the pathway adds a gentle glow, inviting guests toward the entrance.

Home in Conway

A Large Vacation Home with hot tub, game room +

DeirdreRating, 5 stars2 months ago

Beautiful spacious home for a large group. Beds were very comfortable and we all had a great time in the game room and hot tub. Very convenient location. Note: there are very few kitchen basics- remember to pack trash bags, cleaning products, paper towels, plastic wrap, cooking oil, etc

4.98 out of 5 average rating, 330 reviews

A wooden dock extends over vibrant green marshland, leading to a serene body of water. Lush trees and rolling grass create a peaceful backdrop, emphasizing the natural beauty of the surroundings.

Apartment in Arundel

Cape Arundel Cottage 1 mile to downtown KPT

WarrenRating, 5 stars3 weeks ago

Hillary's place was a wonderful place to stay for a cozy weekend getaway. It felt very homey with personal touches. We were here during a little snowstorm so we didn't spend any time outside but the yard and private deck were really nice. We had some troubles with the hot water but Hillary was very responsive and helpful! We would definitely stay here again.

4.85 out of 5 average rating, 350 reviews

A natural rock formation features small waterfalls cascading into a clear pool. Surrounding greenery adds a touch of nature, while guests are seen enjoying the water. Sunlight reflects off the rocks, creating a warm atmosphere.

Home in Conway

Private In Village, HotTub, 1 bedroom, Fire Place

IsaacRating, 5 stars1 week ago

Perfect place for a weekend getaway for my wife and I. The house is comfortable and cozy to hang out at, we loved the fireplace in the living room and of course the hot tub! Quiet and secluded property while still only a 5-10 min walk to a ton of great shops/restaurants. We loved it!

Townhouse in Kennebunkport

A sandy beach scene is captured, featuring colorful kayaks arranged neatly in the foreground. Sunbathers and beachgoers enjoy the sunny weather, with umbrellas dotting the shoreline. A smooth ocean extends to the horizon, framed by a clear blue sky.

4.94 out of 5 average rating, 167 reviews

Great get away spot,historic home in Kennebunkport

TreenaRating, 5 stars4 months ago

I can’t say enough about this experience. The house was a great location for my mother’s 70th and Jennifer went the extra mile (literally) to make this a memorable experience for the celebration weekend. She is so easy to communicate with. Exceptional host, all the way around!

4.85 out of 5 average rating, 105 reviews

A spacious living area features a large sectional sofa, a coffee table, and a flat-screen television. Natural light pours in through large windows, complemented by a skylight. A cozy fireplace is situated beside a textured black rug on the floor, adding warmth to the space.

Townhouse in Bartlett

Spacious Family Vaca Storyland*Saco*Close to all!

JoanneRating, 5 stars2 months ago

Great place to stay. The basement space for the kids is great, they each had their own bedroom but could hang in the common space. Golden Tee was a HIT! Centrally loacated to multiple ski mountains. Plenty of room to spread out and get comfortable!

4.93 out of 5 average rating, 352 reviews

A serene river flows through rugged granite formations, surrounded by vibrant autumn foliage. Tall trees flank the banks, showcasing a mix of greens, yellows, and oranges. The distant mountains rise gently under a clear sky, creating a tranquil natural landscape.

Condo in Lincoln

Cute Studio Apt Resort Lincoln, NH Loon Mountain

DianeRating, 5 stars6 days ago

Rick was an exceptional host. This is I believe our third or second time staying at one his places and we of course loved it! Rick was very good about messaging us to make sure we were all checked in and had everything we needed. We would absolutely stay with Rick again and recommend him to our loved ones and friends! Thanks again Rick!

4.95 out of 5 average rating, 151 reviews

A colorful Welcome to Kennebunkport sign stands prominently at the bridge entrance. Below, a charming red building on stilts is seen, featuring a conical rooftop. Surrounding structures showcase classic New England architecture, enhancing the coastal charm of the area.

Home in Kennebunk

Quiet cozy cottage close to restaurants, beach

MikeRating, 5 stars6 months ago

Lori’s place was very cozy and a great screened in back porch. Perfect for morning coffee while taking in the scenery. Easily walkable to downtown and restaurants and right down the street from the beach. Nicely located for all things. We rented a car on our stay and travelled to Portland, Portsmouth NH and then close by towns to Kennebunk. All under an hours drive. We enjoyed our stay at Lori’s place.

4.92 out of 5 average rating, 167 reviews

Condo in Lincoln

Cute Resort Studio Apt with Pool, hot tub at Loon

LuciaRating, 5 stars1 week ago

Ricky’s place was amazing! Fabulous location just a 10 minute drive from the Franconia Loop Trail (where we hiked). Big studio apartment with a full kitchen & bathroom. Very cute woodsy decor inside & there is a lovely common area in the apartment with board games & and a fire for after dinner activities! We had such a great time!

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What guests are saying

Charming Kennebunkport

4.93 out of 5 average rating, 29 reviews7 months ago

My husband and I stayed at Kristen’s apartment for 2 weeks at the end of August and had the most amazing time! This was our 3rd time to KPT and most definitely our favorite thanks to this gorgeous Airbnb and Kristen’s hospitality. The apartment was perfect for us — was exactly as described, better than the photos with amazing windows and views, speedy WiFi perfect for working remotely. It’s a quick 4 minute drive into town, and such a beautiful area to walk around. Kristen was so responsive and helpful — there’s a super extensive list of local reccs in the apartment, and a beach pass that you can use during your stay. We loved this home away from home, and can’t wait to come back soon!

Apartment in Kennebunkport

What guests are saying

Honey Bear house Close to all Storyland & village

4.91 out of 5 average rating, 70 reviews5 months ago

We were a group of 10+ women ranging in ages from 16 to 60 something. Moms, sisters, cousins, aunties and long time friends gathering for our annual “girls weekend”. A tradition spanning over 30 plus years, our group’s dynamics may have changed a bit - but not our excitement of coming together once a year. For the size of our group we require some standard needs: enough beds to sleep comfortably, enough bathrooms to accommodate all of us, a decent size cooking area, plenty of room for us to be social and room for all our vehicles. The Honey Bear House checked all those boxes. Kerri was very attentive to us, checking in on us at the start of the weekend and quickly responding to our texts. The house was as she describes it, plenty of dishes, silverware, cooking utensils, pots/pans, bowls & appliances, toaster & toaster oven, drip coffee & Keurig, lots of mugs! We supplemented with paper products & personal towels. Perfect spot for an extended family gathering!

Home in Intervale

What guests are saying

Hoyts Ahoy

5 out of 5 average rating, 25 reviews1 month ago

We had a wonderful weekend celebrating St. Patty’s Day up in Ogunquit. The property was everything we had hoped for in a rental. Everything was comfortable and clean. The house is spacious and a great place to get your day started. You can’t beat the location! Off the beaten path, but a few minutes of walking to downtown. The host was super responsive to my questions. I would absolutely stay here again.

Home in Ogunquit

What guests are saying

The Sommet-Magical Views- Main house+Guest cottage

4.98 out of 5 average rating, 54 reviews2 months ago

We loved the views at the Sommet. The house was spacious enough for all 6 of us without even spending much time in the guest house. We found the beds comfortable and the 3 bathrooms were helpful. The kitchen was pretty well stocked and we ended up eating in 5 out of 7 nights. The Uno, Jenga and Clue were big hits with the whole family. Thanks!

Home in Jackson

What guests are saying

SeaRose Cottage, Sleeps 10, Cape Neddick ME

5 out of 5 average rating, 9 reviews7 months ago

Would definitely stay again. Stephen was a great host and was responsive to all our needs, even including a thoughtful welcoming package. The house was absolutely spotless and very comfortable. Plenty of hot water for showers for our big group. Just FYI if you plan on cooking, bring your own spices. The house is a walk away to Perkins Cove but was still an oasis in the woods for tranquil sleep.

Home in York

What guests are saying

LUX Home with Breathtaking Views

5 out of 5 average rating, 6 reviews4 days ago

We had such a wonderful stay at this beautiful luxury home! It was a moms’ getaway with our kids (ages 8 to 12), and it was exactly what we needed. The home itself is stunning—spacious, clean, and full of charm, with incredible views from almost every window. I loved waking up early, sipping coffee with a book outside or by the big windows, just soaking in the peaceful surroundings and a fresh air. There was so much for the kids to do, and we had some busy, fun-filled days—lots of hiking, stops at McDonald’s, and some really cute local restaurants and breweries all within 15 minutes. It felt like the perfect mix of adventure and relaxation. Tim is amazing—so proactive, always quick to respond, even when I was delayed in getting back due to our packed schedule. He was kind enough to offer a complimentary late check-out since the cleaning crew was scheduled for later, which was a win-win and much appreciated. We would absolutely love to make this an annual trip. highly recommended!

Home in Franconia

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Kick off your hiking boots at these rustic lodgings

Popular amenities for Ossipee vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Ossipee's top sights

Hobbs Tavern & Brewing Company68 locals recommend

White Lake State Park34 locals recommend

Yankee Smokehouse26 locals recommend

Pizza Barn20 locals recommend

Rosie's Restaurant19 locals recommend

Jake's Seafood and Grill18 locals recommend

Other great vacation rentals in Ossipee

4.92 out of 5 average rating, 13 reviews

A wooden dock extends into a calm lake, surrounded by lush green mountains. A boat is tied next to the dock, while a lounge chair sits invitingly on the platform. The water reflects the serene landscape, creating a peaceful atmosphere.

Cabin in Greenwood

All seasons Lake House next to ski areas

GeorgeRating, 5 stars6 months ago

Had a great stay at the cabin. The lake and surrounding mountains are beautiful. Lake was fun to fish off dock and using canoe. Nearby town Bethel has a few nice restaurants and there are a number of easily accessible day hiking spots nearby. The beds are super comfortable as well. Overall a great stay!

4.82 out of 5 average rating, 96 reviews

Home in Tamworth

Lakefront HotTub, Fireplace, Shop, Ski, Hike, Swim

ShaunaRating, 5 stars2 months ago

The place is clearly well taken care of with attention to detail. This would be a great place any time of year. Miriam and the home were very accommodating. I would return to this location with great peace of mind.

5 out of 5 average rating, 22 reviews

Apartment in Bartlett

Large Family Apartment

KarenRating, 5 stars1 month ago

Kevin's place was great! Very clean, comfortable and in good area as we stayed for a week of skiing. Easy to get to Attitash ski resort and quick drive to Wildcat Mountain. Kevin was easy to communicate with and would return again next year for sure!

5 out of 5 average rating, 49 reviews

A spacious two-story house overlooks a lush green lawn, featuring multiple seating areas with wood chairs arranged around a fire pit. Large sliding doors open to balconies on both levels, providing views of the surrounding landscape and lake.

Vacation home in Tilton

Cheerful 4 bedroom, lake-front vacation home

JoanRating, 5 stars1 month ago

The house is clean, very easy to access, ample parking space, it actually is more beautiful than how it looks in the photos

4.92 out of 5 average rating, 179 reviews

A charming log cabin with a gabled roof is set against a clear blue sky. Large windows enhance the natural light and provide views of the surrounding trees. A spacious deck features outdoor seating, surrounded by stone steps leading to the lush green yard.

Cabin in Bartlett

Mountain View Retreat, Near skiing, shopping

JaimeRating, 5 stars3 months ago

We absolutely loved our stay! Plenty of room for 8 guests (and more!!) in a beautiful setting. There was many helpful amenities, like kitchen items, and plenty of towels. The location is perfectly centered to many popular things to do. James was always very responsive to questions left clear instructions. We highly recommend staying here and hope to do so again in the future.

4.92 out of 5 average rating, 38 reviews

An airy living space features a modern spiral staircase leading to an upper level. Large windows allow natural light to fill the room, highlighting the wood flooring. A cozy seating area with a sofa and armchair can be seen in the background, contributing to the open design.

Home in Ogunquit

Ogunquit Beach House - New Listing -Great Location

GinaRating, 5 stars8 months ago

This house is everything and more. Amazing location, plenty of room, comfortable and clean. We had a blast. Close walk to town and beach. Aaron had plenty of beach chairs and a beach carrier for all your stuff. Plenty of space to park, grill, AC in all rooms. Was fantastic. Can’t wait to be back!

4.87 out of 5 average rating, 117 reviews

An indoor spa area features a large hot tub with bubbling water, surrounded by tiled flooring and wooden walls. A mural of palm trees against a beach backdrop adds a tropical feel to the space, enhancing the relaxation atmosphere.

Home in Lincoln

Luxury Home with Outstanding Views!

RuthRating, 5 stars8 months ago

This is a great place up in the white mountains, we were able to enjoy nature and the amenities of town. beautiful place. Enjoyed our stay very much.