Holiday rentals with a pool in Somerset County

Summer Mountain Escape: Pool & Tennis Court Access

Discover the perfect retreat in our cozy two-bedroom, two-bathroom condo, featuring an open-concept kitchen and living area. Enjoy the convenience of a shuttle route, along with ski-in/ski-out access for an unparalleled winter experience. Stay connected with complimentary Wi-Fi, and take advantage of the in-unit washer and dryer for added convenience. The master suite boasts a comfortable queen bed, while the second bedroom accommodates guests with two sets of twin bunk beds. Free Pool Access!

Angel Mist Retreat Garage Apartment

Looking to get away from the hustle and bustle. You have found it! Watch for wildlife, while sipping coffee from the balcony of this cozy and stylish walkup apartment located in central Maine just minutes from I-95 between Augusta and Bangor. Ideal location for professionals, couples and parents traveling into Maine who enjoy solitude, but appreciate the comforts of modern amenities. Includes two king beds, stocked kitchen, large dining table, wifi, balcony off livingroom and master bedroom.

Peaceful, Spacious Lodge with Golf & Sunset Views

Luxury home nestled in Fogg Brook Resort, it's the perfect spot for a family reunion, group golf trip, or weekend getaway. Steps from the pool, trails, indoor/outdoor games, and panoramic views of the golf course, campground, & sunsets, relaxing fun awaits. Nearby in the clubhouse, reserve a tee time for a challenging 18-hole round, practice your swing on our driving range, shop for a new driver at the pro shop, and enjoy live music, delicious food, local brews, and a full bar at Foggy’s Pub.

Slope Side Sugarloaf Condo

This classic slope side Sugarloaf condo, in Snowbrook Village is ideal for access to a wide range of outdoor activities. A short walk to Snubber Chairlift gets you up the mountain. The Carrabassett Valley Mountain Trail Network offer activities including Nordic skiing, snowshoeing, mountain & fat tire biking, and hiking on an extensive trail network, accessible year-round from our parking lot. New for 2025 lift access for summer mountain biking starting in July. TFSS four days of biking joy!

Maine Lakehouse Retreat with pool

Waterfront property on lake Sebasticook with 3 floors of living. Updated Colonial home with gourmet kitchen, granite countertops with island and farmhouse table overlooking a large deck with new 27' pool and a large lawn for family fun including a basketball court and 150' of waterfront with floating dock, canoe, Adult & youth kayaks & paddleboard. Short walk to boat landing, swimfront,riverwalk,restaurants, grocery stores, gas stations and more. Pontoon boat rental upon request pre-arrival.

*New Listing* Sugarloaf Ski In/Out Condo

Snowbrook Village Condo with 2 bedrooms, 2 bathrooms and 1 sofa bed. Can host 5-7 people. Perfect place to spend time outside during the day and relax by the fireplace in the evening. Kitchen is well outfitted so you need only bring your food and outdoor gear. Just a few steps away from the Snubber chairlift with pool and hot tubs available in the Village. Outside locker for your ski/golf equipment. Golf course, mountain bike trails, hiking and more nearby. Air conditioned in the summer.

Sugarloaf w/ Pool, Hot Tub, Shuttle & Trail Access

A great two bedroom, two bathroom condo located on Sugarloaf Mountain directly on the Shuttle Route. Park your car when you arrive and leave it! Walk to the lift across the parking lot or grab the shuttle right outside your door to get to the main lodge, restaurants, bars, groceries, Sugarloaf Outdoor Center, and the list goes on! Apres ski at any number of the hot spots then head for the heated indoor pool house for a swim. Mountain Bike trails network right outside your door!

Updated Family Ski-In/Out Condo w/ Pool Access

This bright, updated , 3-bedroom, 3-bath family condo is a ski-in/ski-out gem located in the popular slope-side Snowbrook neighborhood at Sugarloaf. You will be steps from the Snubber chairlift, as well as a trail system for hiking or cross-country skiing - plus, you will have access to the Association pool and hot tub facilities. The free shuttle service running from the top of the parking lot to the base of the mountain means you can park your car and focus on fun on the slopes!

Family Friendly Sugarloaf Condo, AC!

This studio condo just became available for the upcoming ski season. The condo is centrally located on the mountain with ski in and ski out access to the Snubber mid station chairlift. The unit has a queen bedroom with a sliding privacy door along with a queen sized Murphy bed. Condo also features a parking garage, ski locker, cable/wifi & cozy fireplace. Come and enjoy some of the best skiing & snowboarding or hiking & biking for your next vacation. You won't be disappointed!

Beaver Brook Condo

Escape to Beaver Brook Condo, perfectly situated at the base of the Snubber Chair Lift for effortless ski-in/ski-out access at Sugarloaf. This cozy 1-bedroom, 1-bath retreat comfortably sleeps 5 and offers the ideal mountain getaway. After a day on the slopes, unwind with access to the shared pool and hot tub, included with your stay. Enjoy comfort, convenience, and a true slopeside experience all in one inviting space.

Cozy Chalet, 10-Min Drive to Sugarloaf, Sleeps 9

Entire chalet to yourself! 10 Min. drive or shuttle bus to Sugarloaf! Guests will have a great time staying at this cozy home located in a fun and quiet neighborhood right off Route 27. Great for all four seasons! Fish, hunt, hike, golf, and bike while its warm and ski, snowmobile, or cross country ski while the snow flies! A quick walk to a playground, pool, tennis & basketball courts, and the Carrabassett River.

Home away from home

Skowhegan, Maine is centrally located to everything. It offers both a vibrant and unique downtown with close proximity to outdoor recreational areas. The Kennebec River runs through Skowhegan’s charming downtown area, and the town is easy to navigate. Pedestrian friendly sidewalks, downtown green spaces, and beautiful facades are worth the trip. Skowhegan has something for everyone.