Holiday Homes in Naples

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Check prices for these dates

Next weekend
28 Feb - 2 Mar
In two weeks
7 Mar - 9 Mar
In one month
21 Mar - 23 Mar
In two months
18 Apr - 20 Apr

Featured Holiday Homes in Naples

Serenity - Stunning Sebago Lake scenery
View from property

Serenity - Stunning Sebago Lake scenery

10.0 out of 10, Exceptional, (35)
"We returned to this property for more family fun! Steve and Densi are excellent hosts and the property is the PERFECT spot for a family getaway! The kitchen, the long dining table, the cozy fireplaced living roon. the yard, the fire pit and the basement space all provide awesome space to gather!"
Serenity - Stunning Sebago Lake scenery
Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.
Exterior

Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.

10.0 out of 10, Exceptional, (82)
"Family reunion "
Spacious Sebago Lake waterfront house with game room, hot tub, and covered deck.
Charming 4-bedroom house with Pool mins to Sebago Lake and More!
Microwave, oven, stovetop, dishwasher

Charming 4-bedroom house with Pool mins to Sebago Lake and More!

Charming 4-bedroom house with Pool mins to Sebago Lake and More!
Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access
Miscellaneous

Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access

10.0 out of 10, Exceptional, (21)
"I live in Oregon but grew up and went to college in Maine. I rented Peter and family’s place a few weeks ago to spend some family time with my parents and brothers and my college friend. This was my favorite southern Maine VRBO rental. Beautiful, spacious and clean and we had an amazing time staying here. Well appointed kitchen, comfy beds and amenities. Flawless communication with the owner. I will absolutely rent this home again. Thank you Peter and family! -Kevin"
Spacious Trickey Moose Family Retreat - Woodstove, Firepit, Kayaks, Water Access
5 Bedroom Lake House + HGuest House with Hot Tub!
Exterior

5 Bedroom Lake House + HGuest House with Hot Tub!

9.6 out of 10, Exceptional, (4)
"The property was just like it was advertised. We walked into a lovely home that had some lights on and a pretty Christmas and garland lit to welcome us. Everything was easy to find; the home and linens were clean and fresh. The views of the lake were fabulous! We even had some snow and a gentleman was there first thing to clear the walks and driveway. Wonderful Vrbo! "
5 Bedroom Lake House + HGuest House with Hot Tub!
Modern, Luxury Lakefront Home on Crescent Lake, Maine

Modern, Luxury Lakefront Home on Crescent Lake, Maine

10.0 out of 10, Exceptional, (104)
"Comfortable and well equipped house. We loved the sauna and the beautiful view down by the lake."
Modern, Luxury Lakefront Home on Crescent Lake, Maine
Lakefront Cottage with Private Beach
Sun-loungers, beach towels

Lakefront Cottage with Private Beach

9.8 out of 10, Exceptional, (27)
"We enjoyed our stay, the house was beautifully decorated, supplied and comfortable. The views were great, enjoyed watching folks ice fish. Also, had cold enough weather, the lake ice would sing. Enjoyed the area, would return and highly recommend. "
Lakefront Cottage with Private Beach
New House on Big Sebago w/ Private beach & dock!
Exterior

New House on Big Sebago w/ Private beach & dock!

10.0 out of 10, Exceptional, (8)
"We thoroughly enjoyed our stay. The house was perfect and our lake time was so much fun! The paddle board and kayaks were an added plus and they were in great condition."
New House on Big Sebago w/ Private beach & dock!
Fully renovated home with lake view, dock & mooring access, kayaks, & deck
Miscellaneous

Fully renovated home with lake view, dock & mooring access, kayaks, & deck

9.6 out of 10, Exceptional, (31)
"Lovely all around. Trees do obstruct view of lake some but still beautiful"
Fully renovated home with lake view, dock & mooring access, kayaks, & deck
Lowered rates - ski day and night at new and improved Pleasant Mountain
Terrace/patio

Lowered rates - ski day and night at new and improved Pleasant Mountain

10.0 out of 10, Exceptional, (40)
"We had a wonderful weekend at this property and would absolutely stay here again in the future. Great location, fun for the kids, clean, etc etc. Owners were incredibly helpful and communication was excellent. 5/5 stars for all categories! "
Lowered rates - ski day and night at new and improved Pleasant Mountain
Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger
Sun-loungers, beach towels

Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger

10.0 out of 10, Exceptional, (2)
"We really enjoyed our stay in Gray. Thank you for helping us. Most of us were out kayaking on the lake/bay. The grand daughters enjoyed the kayaking and the swimming. the only complaint from everyone was that we had to depart for our return back to SC. You have a beautiful house. thank you for allowing us to visit."
Edgewater Retreat on Little Sebago Lake - Lakefront w/Sauna & EV Charger
"Loon Cottage" on Sand Pond
Terrace/patio

"Loon Cottage" on Sand Pond

10.0 out of 10, Exceptional, (3)
"The cabin was very clean when we arrived. The beds were very comfortable. The cabin has everything you need including many things in the kitchen to make meals if you want to. Towels, sheets, blankets, and swim towels were also provided. We enjoyed using the paddle boards and paddle boats. The pond was great for swimming and boating. The cabin has windows on all sides so we enjoyed lots of fresh air. It was also very quiet, restful, and peaceful on the pond. "
"Loon Cottage" on Sand Pond
Sebago Lake Luxurious House on Raymond Cape-Great for Families
Terrace/patio

Sebago Lake Luxurious House on Raymond Cape-Great for Families

8.4 out of 10, Very good, (5)
"Excellent stay! Place was clean. Host was very responsive to any questions. Will try to rent again."
Sebago Lake Luxurious House on Raymond Cape-Great for Families
Point Sebago Gated Golf & Beach Community
Dining

Point Sebago Gated Golf & Beach Community

10.0 out of 10, Exceptional, (3)
"The house was clean and well appointed. We would definitely stay here again!"
Point Sebago Gated Golf & Beach Community
Turtle Cove Sebago Lake Private Waterfront & Pool
Miscellaneous

Turtle Cove Sebago Lake Private Waterfront & Pool

9.2 out of 10, Wonderful, (5)
"There were 14 of us and we all had room to spread out. The guest cottage was perfect for my husband and me. Kids loved swimming to raft and paddle boarding. Fire pit was great for gathering round and s’mores. I personally loved the pool the best. Highly recommend this property!"
Turtle Cove Sebago Lake Private Waterfront & Pool
A yurt in the trees. Close to Portland but close to nature. Treeyurt Maine
Interior

A yurt in the trees. Close to Portland but close to nature. Treeyurt Maine

10.0 out of 10, Exceptional, (6)
"The property was so relaxing! Amy was a wonderful host and I’d highly recommend to anybody. We stayed during a winter storm but that made the experience even better!"
A yurt in the trees. Close to Portland but close to nature. Treeyurt Maine
Beautiful 5 bedroom cabin on 1100 acre lake in Fryeburg Maine
Property grounds

Beautiful 5 bedroom cabin on 1100 acre lake in Fryeburg Maine

9.8 out of 10, Exceptional, (8)
"The house was perfect. We had a lovely time and will return."
Beautiful 5 bedroom cabin on 1100 acre lake in Fryeburg Maine
4 Bedroom Lake House with Sandy Entrance & Boat Dock
Exterior

4 Bedroom Lake House with Sandy Entrance & Boat Dock

10.0 out of 10, Exceptional, (7)
"Was here for ice fishing over the weekend. Property was typical lake house and listing was accurate. Checkin and communication with owner and property management was very responsive. Only issue we ran into was the elusive fish. Great time. Would stay again "
4 Bedroom Lake House with Sandy Entrance & Boat Dock
Beautiful Farmhouse located on 1200 acres of private bliss with a quiet pond.
Property grounds

Beautiful Farmhouse located on 1200 acres of private bliss with a quiet pond.

10.0 out of 10, Exceptional, (163)
"We were three families with kids (6) who had a wonderful 3 days over the New Year. The house is clean and has everything we needed. Although we were a large group, there was enough place for everyone both in common areas and bedrooms. The winter lake views are stunning and there were plenty of options for winter hiking. Also there is a ski resort within 15 minutes drive. We definitely would love to visit again! "
Beautiful Farmhouse located on 1200 acres of private bliss with a quiet pond.
Waterfront, BIG SEBAGO LAKE, 30 Minutes to Shawnee Peak Near Sebago State Park!
Interior

Waterfront, BIG SEBAGO LAKE, 30 Minutes to Shawnee Peak Near Sebago State Park!

9.8 out of 10, Exceptional, (13)
"Lovely vacation and weekend. Will absolutely love to come in the summer as well. "
Waterfront, BIG SEBAGO LAKE, 30 Minutes to Shawnee Peak Near Sebago State Park!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Naples

Romantic getaway for 2 small and simple Winter's Back
Miscellaneous

Romantic getaway for 2 small and simple Winter's Back

10.0 out of 10, Exceptional, (291)
"A lovely conferable place"
Romantic getaway for 2 small and simple Winter's Back
Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free
Beach

Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free

9.8 out of 10, Exceptional, (112)
"When we arrived at the property, it was exactly as described in the listing and even a little larger than we expected. The setting was beautiful and so peaceful! I loved watching the water from my seat around the fire and listening to all of the woodland creatures going about their day. My son also loved that it was a "classic" Maine Camp.... it was just like one would imagine. We would definitely recommend and stay here again."
Relax & Recharge! Tranquil Family-Owned, Sebago Lake Area, Pets free
Waterfront Maine cottage! Next to Sebago Lake State Park!
Pet-friendly

Waterfront Maine cottage! Next to Sebago Lake State Park!

10.0 out of 10, Exceptional, (14)
"This is a quiet and well kept property. Plenty of room to find a quiet space to relax by the river. A private dock to launch a kayak, swim or tube. The view was great . All amenities for outdoor activities were setup like Volleyball and badminton. Also a nice fire pit with plenty of outdoor seating. Get your own wood . Tiki torches were set up but you have to bring your own fuel also. We brought our own kayak. The kitchen was equipped with all pans and utensils to cook and a great big grill...
Waterfront Maine cottage! Next to Sebago Lake State Park!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.