
House holiday rentals in Flagstaff Lake
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Top-rated house rentals in Flagstaff Lake
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Holiday rentals for every style
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Popular amenities for house rentals in Flagstaff Lake
House rentals with a pool

Mountain Hideaway - Outdoor pool, hot tub
Great little hideaway in the mountains made the whole gang feel at home and everyone had a great time.

Epic Views, 9Mi SR, GameRm+Theater, HTub, Sauna
**⭐⭐⭐⭐⭐ Exceptional Experience - Exceeded Every Expectation!** This property absolutely blew us away! Without hesitation, I can say this is hands down the best place we've ever stayed. The photos, while beautiful, simply don't do it justice - the reality was even more stunning. Our host was absolutely incredible. Their attention to detail was flawless, and their communication throughout our stay was prompt, helpful, and genuinely caring. You can tell they take immense pride in providing an outstanding guest experience. Everything about this stay was perfection, and we're already planning our next booking with Vacation Alchemy. If you're looking for a truly memorable getaway, this is it. Highly recommended! *Would definitely stay again and recommend to friends and family.*

*New to Market* 410 Snowflower
This was a great condo - spacious and had everything we needed. Very close to sugarloaf base camp - about a half mile so also easy to walk. Would stay again and would recommend!

Charming Farmhouse: POOL | Game Room | Hot Tub
The home was beautiful and exactly as pictured. We especially loved the hot tub and the outdoor fire pit, such great touches for a relaxing stay. The space had everything we needed, and we felt right at home. We’d absolutely stay again in the future if welcomed back!

Heated POOL|Views|HotTub|Sauna|2mi to SR Golf Club
Eshi was very responsive when needing help with the sauna instructions and other things! Beautiful views and a great place to host a sweet 16 🩷

Pine Haven Hideaway
We had a wonderful stay! The place was absolutely amazing—offering a pure connection with nature. It was very spacious, spotless clean, and perfectly maintained. The game area was super fun and added a great touch to our experience. Although we didn’t use the pool, it looked really nice and inviting. Everything was well-organized, making our stay comfortable and enjoyable. Highly recommended!

Come and enjoy your summer at this cozy condo!
We enjoyed our stay at Cheryl and Ambers place. Prompt response always. Great view of sugar loaf mountain. The pool was a bonus. There place had all the essentials you need. I only have a few minor complaints it was very hot with no AC. There was only one fan and no screen doors. Also it could use a deep cleaning. Other than that our stay was great very quiet and relaxing.

Caribou Run Private Retreat with Mountain Views
Great home for our large family gathering. Great location near Sunday River skiing, Downtown and snowmobile trails right outside the door. We had a great time and will be back.
Weekly house rentals

Rangeley Lake House, lake access, Saddleback 15min
We absolutely loved Rangeley and Victoria’s place made us feel right at home. It was beautiful, clean, and had so many extra touches that made for a very comfortable stay! We loved the little coffee bar, board games, throw blankets, the kitchen was fully stocked!

Carrabassett Cabin
Jennifer was a great host. Very responsive, clear instructions, and accommodating! The space is very close to the mountain, sleeps plenty and is overall a very cozy retreat. I’d certainly book again for next season! Thank you

Fun all season home on West Mountain.
Kelly's place was great! Lots of space and a great location.

Zeus's Landing| Lakefront | Close to Colby
I booked this rental for 3 of my technicians who were working down the street. They couldn't say enough positive things about the place. It had all of the comforts of home. The property owner was amazing. She provided updates immediately and sent detailed instructions that also included local restaurants.

Waterside Getaway
Me and my girlfriend had a great time there, beautiful place, peaceful, and a really good experience overall. Sarah was very tentative and very clear. All very straight forward.

Little Gosford/with on-site trails
We had an amazing experience while staying here. The host was very nice and responsive with any questions we had. The trails had amazing views and we enjoyed the hot tub.

Lakefront 3 bedroom pet friendly on Messalonski
Diane was amazing - very fast response with all questions, beautiful property, location, amazing front lawn that leads down to the fire pit and waterfront. We had a blast and wouldn't hesitate to stay there again when back in the area.

The Cozy Cottage
Jonathan's home was a breath of fresh air, as his attention to details is extremely high- great wifi, clutter free place, clean and comfortable linens with multiple layer options, great kitchen with condiments and coffee stocked (fresh local grounds). We are repeat customers and will continue to use the place as long as Jonathan allows. I'd highly recommend this home.
Private house rentals

The Epic Sugarloaf Family Getaway!
This place was very convenient to the mountain with a lift nearby and it was very clean and incredibly spacious. David is very accommodating and helpful. We sorely missed having coffee available in the morning but really that was our fault for not bringing it as it was not advertised that there would be any I just assumed for the price there would be a little coffee. Overall though great stay and very nice place - thank you!

Chalet-Near Sugarloaf, on ATV/snowmobile trails
Everything was perfect! Clean, easy, beautiful space. Super easy checkout. Lots of little touches that made it special. Thank you :)

Redington Red House
Awesome home and exactly as described! We stayed at Jeff’s place for a weekend away and our first time to Sugarloaf. The house is just as described, including photos, and was very clean! Perfect amount of space and amazing location, only 10 minutes from mountain! Very quiet and beautiful area! Jeff was super quick to respond to all questions, including suggestions for restaurants in the area. Open main floor layout was perfect for hanging together! The price was also the best to be found this time of year so close to the mountain. We highly recommend and will definitely be back!!!

As Seen on ADTV! - Pet friendly & on trails!
The house was clean and very well appointed. The neighborhood is very quite and the deer seemed to enjoy the yard also. Beautiful area and plenty of things to do on a snowy rainy April day. We've stayed in a different place almost every time we visit in the past 4 years and have been visiting the area for 18 years now.This is one of the best.

Riverside home perfect for outdoor enthusiasts!
Lovely private property that’s only a short drive to Sugarloaf Mountain. The sauna was something we were most looking forward to and it was fabulous. Eucalyptus spray was a nice touch. Gorgeous view of the river, fully stocked kitchen and coziest living room. Excellent location with a 1 min walk to Tufulios and short drive to Sugarbowl which was a hit with kids. Excellent place to stay and enjoy all the activities Carrabassett Valley has to offer! Would definitely stay here again.

Camp Bluebird
We loved staying at Samantha's place. It's a cozy and adorable cabins with a knotty pine interior. Samantha was responsive, generous, and accommodating. The location is gorgeous, but plan ahead for meals, as what few stores and restaurants exist close early. The hot tub is awesome!

Ski In to this dog friendly West Mountain Home!
This house was excellent- so much space for our group of friends and dogs too. Our hosts were also really friendly and responsive- they brought us up a crock pot when we needed one, which was just a nice thing to do. Would definitely come back and stay again.

The Hawk's Eye
It was a very comfortable place and had several amenties including overlooking the lake.
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