Holiday houses in Thomas Pond

4.99 out of 5 average rating, 124 reviews

Home in Naples

LUX Designer Private Waterfront

Waterfront GLASS cabin with privacy professionally designed, escape to somewhere really special. Crooked river acres surrounding the house with the river wrapping around the property. Dock with direct access to Sebago lake and state park just minutes away, Outdoor shower, hot tub, hammocks, BIG walk-in shower w/ window. Heated bath floors, ac. See through Fireplace. The property has its own sandy swimming beach, pets are welcome. Come enjoy privacy and the space to run around seconds to Sebago.

5 out of 5 average rating, 4 reviews

Tiny home in Casco

Maine tiny home at the Lake with direct lake view!

Come try one of the best places to enjoy a real Maine Summer at the lake in our brand new 2024 Keystone Hideout loft destination-home, hooked up to power, private well water, and septic on site. Wifi and Netflix tv. Solar panels on the roof, stereo/dvd player, gas stove and oven, AC, Fireplace in master bedroom, screen house for outside dining, wood deck and Gas Grill. Boat ramp next to our property, also Thomas pond is home to several species of fish, fishing&swimming on site possible, ice fg

4.83 out of 5 average rating, 65 reviews

Home in Casco

Fully Updated Lake View Home on Thomas Pond

Full of light and thoughtful touches, this lake view home on Thomas Pond is perfect for your Sebago Lake getaway. Spend your evenings relaxing or entertaining on the spacious deck and days on the water. Enjoy boating, fishing, swimming and kayaking with access to two association beaches and a boat launch across the street. Perfect for family fun and couples' retreats, this home is a fantastic home base to explore the Lake Region. Minutes to North Windham shopping and 30 minutes to Shawnee Peak.

4.9 out of 5 average rating, 135 reviews

Guest suite in Raymond

Rustic knotty pine getaway

lovely completely newly remodeled 2 bedroom 1-1/2 bath completely private upstairs unit with kitchen and private screened in deck. It has a private entrance with plenty of off street parking. located in Maine's lake region area. Walking distance to Raymond beach on Sebago lake. 5 miles to restaurants, shopping and local entertainment. 15 Miles from Portland. 30 to 60 minutes to winter skiing. Kayak, boat, and jet ski rentals nearby. 30 minutes to casino. Electric Vehicle charging on site.

4.94 out of 5 average rating, 140 reviews

Home in Windham

Waterfront Gem walkable to Restaurants!

Waterfront Oasis on Pettingill Pond. You couldn't get any closer to the water, it's steps away. There are 3 Kayaks, and a paddleboat, firepit and dock for guest use! This a great spot for swimming and watersports! This home has been newly renovated, the effect results in a simple, stylish, comfortable space for guests to enjoy. Walk to Franco's Bistro for from Scratch Italian food, or Bob's Seafood for a fish taco! This is a piece of paradise on sweet Pettingill Pond in the heart of Windham.

4.89 out of 5 average rating, 75 reviews

Home in Casco

The Sunrise House

Full of old Maine charm, but newly renovated & ready for guests! This 3 bedroom, 1.5 bathroom lake house is lined with windows facing the water so you can enjoy views without even stepping outside. From grilling, swimming, fishing, boating to relaxing by the fire on the deck after a long day on the water you are bound to find adventure! In winter, you are close to Pleasant Mountain Resort & are close to snow tubing, ice skating, sledding & nordic skiing. Then cozy up around the fireplace.

4.91 out of 5 average rating, 112 reviews

Cottage in Raymond

Relax by a Quiet Lake

Charming lakeside cottage only 29' from the waterline, w/65' of private waterfront. The cottage is a 3-season, classic L.C. Andrews, log-sided Maine summer lake home. Cozy atmosphere and a wonderful enclosed porch with amazing waterfront views. Enjoy fishing off the dock, hiking, canoeing, campfire, and exploring surrounding areas. Air conditioning units will ensure your comfort on warm summer nights and high-speed internet will keep your devices connected. Furnishings are family mix.

4.99 out of 5 average rating, 267 reviews

Guest suite in Bridgton

Barn on Pleasant- walk to town-no cleaning fee

Welcome to our charming loft in a peaceful neighborhood, ideal for comfort and convenience. This well maintained property provides a cozy living space. The loft features a kitchenette, a beautiful stone fireplace and a big, comfy reclining couch. Visit Bridgton this summer walking distance to Highland Lake, shops, and restaurants. Just minutes from Pleasant Mountain for hiking, 30 minutes from North Conway, and an hour from Portland a perfect central location to relax after exploring

5 out of 5 average rating, 112 reviews

Guesthouse in Hiram

1BR cozy, luxurious getaway @ Krista's Guesthouse

Newly built guesthouse above owner's garage with insane sunrises & great view. Property is located on 36 acres, owner lives on site in a separate house with her 3 dogs, 1 exceptionally lazy cat and 4 rogue chickens (they may all come visit you!). Grounds have ancient apple trees, loads of perennial gardens with more in progress, berries and an organic vegetable garden that we would love to share from if desired. Please do not hesitate to ask any questions! We hope to meet you soon!

4.93 out of 5 average rating, 154 reviews

Cabin in Raymond

Rustic, cozy cabin on Sebago Lake. A hidden gem.

Step out of the screened in patio to lakeside relaxation. Dive into crystal waters, snorkel or float with a cool beverage. Kayak or canoe out to Turtle Cove and enjoy the wildlife in this natural waterway teeming with birds to include our resident Blue Heron, ducks, geese, and loons who make this place their home. We have the fortune of bald eagle pairs in several tall pines. Turtles sunning on doting rocks and lily pads in bloom greet us each day. It is a natural water landscape.

4.93 out of 5 average rating, 104 reviews

Guest suite in Standish

Steep Falls Escape, river & falls just steps away

Bright and pleasant 1 bedroom apt with separate entrance, gas fireplace, enclosed porch and large kitchen. Spacious yard to enjoy with pool, fire pit, grill and outdoor seating. Steep Falls is a rural village. Our home is a 5 min walk to the Saco River a favorite destination for canoeing, kayaking or tube floating (after the spring run off!) It is just a 10 min drive to the boat launch for Sebago Lake, one of Maine's largest and most beautiful bodies of water.

4.89 out of 5 average rating, 99 reviews

Cabin in Naples

Songo Lock Cabins #2

Cabins on the water, Songo Lock Cabins are located at the Historical Songo Locks. The cabins are over 100 years old and date back to the early 1900's. The cabins are on the water and have their own dock. The Songo Locks is hand operated and opens to allow boats into the lock, the water lowers the boats down and then opens so they can continue down river into Sebago Lake. You can sit at your cabin and watch the boats or grab a fish pole and do some fishing.

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Other great holiday rentals in Thomas Pond

5 out of 5 average rating, 16 reviews

Home in Raymond

Amazing 2bed vaca home with sandy beach!

JoanneRating, 5 stars8 months ago

Cute place. Perfect for our family of 4. Close to hiking and short walk to lake. The wifi was spotty but otherwise it was great.

5 out of 5 average rating, 51 reviews

Cabin in Freeport

The Maine Frame: Cozy Firepit 7 Min to L.L. Bean

PaigeRating, 5 stars1 week ago

Instructions on how to find were clear and prevented us from driving in circles due to incorrect location on gps. Cabin was easy to check in and clean. Location was perfect for our trip plans and provided great scenery! 10/10 recommend.

4.96 out of 5 average rating, 190 reviews

Cabin in Raymond

Idyllic Lakeside Cabin

NoelleRating, 5 stars2 weeks ago

Me and my friends stay at this cabin was absolutely wonderful. It was very cozy and we all felt right at home. There was enough space for multiple people to stay comfortably. There were many activities provided such as board games, books, corn hole, and canoeing. The fire pit was also great and easy to use. Both of the bathrooms were clean and spacious. Same goes for the rooms, everyone was able to sleep comfortably. Overall, this cabin was perfect for a weekend getaway.

4.94 out of 5 average rating, 69 reviews

Home in Raymond

Lakehouse Retreat on Jordan Bay, Sebago Lake

LalenaRating, 5 stars5 months ago

This was our second stay at Michael's house. The house is in a great location near the town of Windham and on the water. The house was clean and had everything that we needed for our stay. Michael was very helpful and attentive. We would definitely like to stay there again! Thank you so much!

4.86 out of 5 average rating, 133 reviews

Cottage in Naples

Spring into Summer at Turtle Lane Cottage

JonathanRating, 5 stars6 days ago

My kids and I had a lovely time at Greg's place. It was very clean and comfortable, and plenty of space for cooking, eating, and lounging. We also enjoyed a turtle wandering through the yard. Only suggestion is to bring tissues and shampoo etc. for the shower - we had everything else we needed. Overall a very pleasant stay and we would definitely return!

5 out of 5 average rating, 79 reviews

Cottage in Windham

Romantic waterfront cottage for two in Maine

MackRating, 5 stars3 weeks ago

We stayed at the cottage for a little celebratory getaway. Although the weather only partially complied, we were amazed by the beautiful views that surrounded the cottage. We spent some time exploring the area and there are some spectacular little gems hidden throughout and around Windham. Maryellen and Bryan were so sweet and made sure to make this stay feel a little closer to home. Definitely a “don’t miss” property!

4.92 out of 5 average rating, 13 reviews

Home in Raymond

Panther Pond Place

MaithilRating, 5 stars9 months ago

Our stay at Jordan’s beautiful place was wonderful. The house is exactly as pictured. The one addition is that along with the kayaks, there are also two paddle boards and a couple of pool noodles. We enjoyed everything from the spacious rooms to the fire pit outside (for s’mores) to the cozy indoor gar fireplace. We had a few questions and a concern during our stay and Jordan was very responsive and hospitable. He even came by to ensure everything was ok. Lastly, the neighbors are incredibly friendly and the neighborhood/lake is quiet and peaceful. Plus it’s about 45 minutes to Freeport (for great shopping) and Portland (for delicious meals). Whether you’re looking for a quick getaway or a longer stay, Jordan’s place is perfect for both couples and families.