Holiday houses in Pleasant Lake

4.91 out of 5 average rating, 85 reviews

Cottage in Windham

Tranquil waterfront cottage

Jo-AnnRating, 5 stars7 months ago

This Lakeside Retreat was a perfect weekend escape for two couples. In late September, we seemed to have the pond to ourselves and enjoyed sharing time around the firepit overlooking the lake. The Bathroom was spacious and one level up from the bedrooms downstairs. The kitchen had everything needed to prepare an excellent meal. I would highly recommend this cabin to a a small group of friends or family looking for a great location near Portland and Lake area attractions.Our host Bobbi was very responsive.

4.89 out of 5 average rating, 205 reviews

Condo in Kennebunk

Over 1000 Five Star Reviews! Walk to Dock Square !

BrandonRating, 5 stars2 weeks ago

What a wonderful stay my family and I had! With two small children it was so nice to be in walking distance of so much! My wife especially took advantage of the coffee shop next door! Would recommend to family and friends and plan on booking again next year!

4.98 out of 5 average rating, 330 reviews

Apartment in Arundel

Cape Arundel Cottage 1 mile to downtown KPT

WarrenRating, 5 stars1 month 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.

4.94 out of 5 average rating, 128 reviews

Home in Windham

Waterfront Gem walkable to Restaurants!

RachaelRating, 5 stars6 days ago

Beautiful house on the pond! Perfect for our family of 4. It was comfortable and relaxing. Amy is a wonderful host! She checked in and made sure we had everything we needed. We really enjoyed our stay! Hoping to stay again sometime.

5 out of 5 average rating, 3 reviews

Home in Wells

"In Tempore" Cottage

AllisonRating, 5 stars9 months ago

Gisele and her property manager were promptly responsive. The cottage was extremely clean, newly decorated and well appointed. The layout was very comfortable for our family of four. The pools were nice and not overly crowded. The only negatives were: If not taking the trolley or golf cart, the closest pool was a half mile walk with no parking available. The further pool did have parking. Also, no outside water source/hose to rinse off. Plenty of restaurant choices nearby in Wells, Ogunquit and Kennebunkport. Wells beaches were beautiful with easy, affordable parking. Overall a wonderful stay in Wells!

4.9 out of 5 average rating, 10 reviews

Home in Harrisville

Harrisville Lake House - A Tranquil Get-Away

JudyRating, 5 stars7 months ago

I’m grateful that Peggy and Harry were willing to rent to us at the last minute. Our family needed a quiet respite to be together during a difficult time of loss. The solitude of the lake and woods was calming and we had plenty of room to be together. I only wish we could have stayed longer!

4.93 out of 5 average rating, 115 reviews

Cottage in Newburyport

Sunset Waterfront Privacy Beach

FrankRating, 5 stars1 month ago

We had a delightful stay at Matt's and Jenn's. Their cottage is warm and cozy (loved the oversized fireplace), with spectacular views. And while there are many homes nearby, it has a real sense of privacy. The kitchen has almost everything you need (although some good wine glasses would be nice) and the appliances are high quality. We found the beds, with their medium-firm mattresses, very comfortable and we slept well. The wi-fi was excellent and the TV and thermostat didn't require a PhD to operate. Very simple and intuitive, unlike so many properties. Plus Matt and Jenn were very responsive to our queries (and they didn't have onerous check-out requirements, again like so many other Airbnb properties). We would definitely return, particularly in the off-season, but then spring and autumn are our favorite times of year. Highly recommend.

Apartment in Kennebunkport

4.93 out of 5 average rating, 29 reviews

Charming Kennebunkport

EmilyRating, 5 stars8 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!

4.98 out of 5 average rating, 87 reviews

Cottage in Hill

The red house

MeganRating, 5 stars1 month ago

Great location close to Ragged Mountain for winter sports. Comfortable home, lots of beds for kids (wish the homes we had stayed in when our kids were little were as well stocked with toys and a fun toddler bed!) Also loved that the pantry was stocked-we unexpectedly got to have fresh baked muffins with breakfast.

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Popular amenities for Pleasant Lake holiday rentals

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Pool

Free parking on premises

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Other great holiday rentals in Pleasant Lake

4.9 out of 5 average rating, 79 reviews

Home in Hampton

Lux Getaway! Perfect for Groups 8+ppl

AhmedRating, 5 stars5 months ago

Josh and Tracy are very nice and friendly and their place is amazing! I highly recommend their place to anyone visiting the area!

4.82 out of 5 average rating, 97 reviews

Home in Tamworth

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

KarenRating, 5 stars3 days ago

We had a wonderful time. The house was perfect. It was a short walk to the lake. Very peaceful and quiet. Loved having 3 full bathrooms. It was a short drive to Conway for shopping and restaurants.

5 out of 5 average rating, 9 reviews

Apartment in Hampton

Beachside Bliss: Hampton North Beach Condo

LindaRating, 5 stars19 months ago

Great place that’s got everything you need. Just like advertised. Nice and safe area, very close proximity to the beach. Joe is a great host, very responsive and will make sure you feel right at home.

4.9 out of 5 average rating, 94 reviews

Home in Freedom

Our Mountain Retreat – Lake Ossipee Access

FinRating, 5 stars1 month ago

Paula’s was the perfect spot for a weekend trip with a group of friends for my birthday! It had plenty of sleeping spots for us and was very comfortable, and we really loved the hot tub. They were such responsive and communicative hosts as well, and offered us a flexible late check-out. Thank you!

4.95 out of 5 average rating, 19 reviews

Home in Enfield

Upper Valley Shaker-Style Home, close to Dartmouth

ScottRating, 5 stars6 months ago

Barbara's place is a real gem. So clean, with a beautiful mix of antique and woodsy modern furniture, and a wonderfully comfortable living area overlooking a meandering brook which a few hundred yards down the road leads to the lake. The kitchen was well-equipped and modern, and beddings and beds were very comfortable. While the house was close too a busy road, we didn't hear a thing, and for summer users the deck is completely away from the road, overlooking the brook. Even more than we expected.

4.9 out of 5 average rating, 10 reviews

Home in Holderness

Beautiful Home away from Home

StefanieRating, 5 stars2 months ago

My friends and I had a wonderful stay at this house hosted by Byron Property Management. They had snacks waiting for us when we arrived, Christina was kind and quick to respond when we had a question, and the house was exactly what was demonstrated in their advertisement. We are excited to come back next year and hopefully make this an annual trip at this property!

5 out of 5 average rating, 9 reviews

Home in Thornton

Spacious Private Home in White Mountains-Loon-Owl

KristenRating, 5 stars1 month ago

The house was perfect for a bigger group and had so much space! Great location and amenities-everything was labeled which was super helpful! The location was great for surrounding ski mountains (20 min to several), as well as other activities. Owners were very communicative and easy to reach if needed. Would love yo rent again!