
Family-friendly holiday rentals in Standish
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Top-rated family-friendly rentals in Standish
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

Lake House with a View!
Lovely 3 bedroom/2.5 bathroom lakefront house! Watchic Lake is a perfect family destination for swimming, boating, and fishing. Perfectly located for a day trip to Portland, Old Orchard Beach, Kennebunkport, Freeport, Kittery, Wells Beach, and North Conway, NH outlets. Beautiful views of the lake from each room, w/full kitchen, laundry, 3 TVs. As our guest, you will have access to a private boat launch. In the winter snowmobile, snowshoe, ice skates, or cross-country ski on the frozen lake.

THE LILLIPAD.Off-grid A frame. Sebago lake region!
Take it easy in the woods at this cozy, off-grid A frame located in the Sebago Lakes Region. Kick back and relax around the fire while being "away from it all" yet still close by to great restaurants, beaches and more! This cabin is "off grid" and does not have running water or electricity. The space offers solar power that will power all lights, fans as well as charge devices. There is a battery operated pump that gives you potable water out of the sink. A porta potty is on property.

LUX Designer Private Waterfront Hot Tub - Secluded
Escape to a luxurious, privately designed glass-walled waterfront cabin on 3+ secluded acres along the Crooked River in Naples, Maine. The river wraps around, offering total privacy, your own sandy beach, dock with direct Sebago Lake access, and state park minutes away. Unwind in the year-round hot tub, outdoor shower, hammocks, or by the see-through fireplace. Luxe bath with heated floors, huge walk-in shower w/ scenic window. AC, pets welcome. Perfect peaceful retreat—come recharge!

The Loon's Nest Cottage
Located only 30 minutes from Portland this adorable and cozy cottage sits 10 feet from Watchic Lake. Listen to the loons all day, paddle to an island, stare at the glassy lake from the breakfast nook, swim forever, read a book in the screened-in porch or toast marshmallows in the firepit, whichever it may be you'll simply enjoy the peace and tranquility of this very private Maine lake house nestled in the woods. If you’re feeling like a hike, a dinner out there are options a plenty!

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.

Birch Ledge Guesthouse--Four Season Maine Getaway
Both rustic and elegant, the Birch Ledge Guest House offers a cozy place to relax and recharge, whatever the season. The first floor features a spacious living room (with queen sized pull-out-couch), dining area, and small kitchen. The bathroom has a walk-in shower. The second floor is a loft accessible by a spiral staircase and has a comfy queen and two twin sized beds. The guesthouse is surrounded by quiet forest and is an easy 30 minute drive to Portland.

The Roost - lovely one bedroom efficiency unit
Staying at the Roost means you will be 15 minutes to the ocean, the airport and to the Old Port; 10 minutes to nearby lakes and rivers; 5 minutes to everything downtown Westbrook has to offer, including many restaurants, parks, live music venues, shopping and a movie theater: what you are looking for is nearby! Kick back and relax in this calm, stylish space with a queen-sized bed, kitchenette, dining/work area, excellent wifi, a full bathroom and a big yard.

Blueberry Hill
Beautiful property located on Watchic Lake in Standish Maine. Clear clean spring fed lake. 25 minutes to Portland with access to shopping, restaurants and entertainment. 45 minutes to North Conway New Hampshire. Where you wil find plenty of shopping, restaurants and winter skiing. Property includes use of Main Chalet home year round and two additional cabins each sleeping 4 are available from May-Oct. Great for extended families and friends.

Cozy cottage near Sebago Lake
Cozy & adorable house (cottage) close to Sebago Lake. Backyard with fire pit. Great for those who like boating, swimming, fishing, skiing, snowmobiling. You are close to everything; Sebago Lake State Parks, several areas to launch a boat or visit one of the area beaches (house does not have lake access but plenty of access nearby). Less than 2 miles from grocery stores & restaurants/bars. Sorry no pets!l

Beautiful Home w-Hot Tub & Pond access
This lodge style new build is the perfect place to relax and enjoy time with family and friends. 25 minute drive to Portland International Airport - Portland is known for its restaurants and shopping, 15 minutes to Gorham, only 30 minutes to Pine Point/Old Orchard beach, 20 minutes to the idyllic antiquing town of Cornish

Bunkhouse at Sebago Lake
Perfectly situated between the ocean (45 min) and the White Mountains, NH (1 hr) and only a short walk to the shores of Sebago Lake, the deepest and 2nd largest lake in Maine. A private shared association beach along with Kayaks to use during your stay can only make your staycation/vacation the epitome of peace and quiet.
Popular amenities for Standish family-friendly rentals
Family-friendly home rentals with a hot tub

Tiny house in the Birch Grove with private HOT TUB

Welcome to our BoHo Treehouse!

Romantic A-Frame cabin in the woods

Stunning Library Tiny Home *Private Hot Tub*King B

HotTub/5min to K-port, Pet friendly, @anchorunwind

☀ Fox & Loon lake house: hot tub/pedal boat/kayaks

Tiny house near the beach!

Tap House Loft~Sunny & Spacious, Private Hot Tub
Family- and pet-friendly home rentals

Sebago Lake Cottage | Rare Private Beach & Views

Brook Trout Cottage

Private Guesthouse in the Woods

Crescent Beach Gardens

Sebago Twin Camps w dock, mooring and beach access

Yurt on Chebeague Island

Cozy Cottage on Highland Lake

Paradise in the Lakes Region
Family-friendly home rentals with a pool

Resort-like 2 bed/1 bath - seasonal pool/hot tub

Attitash Retreat

Family friendly + Mountain Views @amountainplace

Historic Schoolhouse c1866 Winter & Summer Dates

Cozy Cottage with Ocean Views, Wells Maine

Loft Apartment on Tree-Lined Street in Falmouth

Maine Hacienda w/hot tub & seasonal pool

Private Bungalow w/ Hot Tub, Free Parking & Pool
When is the best time to visit Standish?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $398 SGD | $353 SGD | $375 SGD | $340 SGD | $374 SGD | $446 SGD | $536 SGD | $539 SGD | $403 SGD | $403 SGD | $448 SGD | $471 SGD |
| Avg. temp | -4°C | -3°C | 1°C | 7°C | 13°C | 18°C | 21°C | 21°C | 16°C | 10°C | 4°C | -1°C |
Quick stats about holiday rentals that are family-friendly in Standish

Total holiday rentals
Explore 170 holiday rentals in Standish

Nightly prices starting at
Standish holiday rentals start at $103 SGD per night before taxes and fees

Verified guest reviews
Over 4,530 verified reviews to help you choose

Pet-friendly holiday rentals
Find 70 rentals that welcome pets

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wifi availability
170 of Standish holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Standish rentals

4.9 Average rating
Standish stays are highly rated by guests – averaging 4.9 out of 5!
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- Family-friendly rentals Cumberland County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Sebago Lake
- Ogunquit Beach
- Wells Beach
- Squam Lake
- Story Land
- Weirs Beach
- Long Sands Beach
- Scarborough Beach
- Popham Beach, Phippsburg
- York Harbor Beach
- Popham Beach State Park
- Cranmore Mountain Resort
- Willard Beach
- King Pine Ski Area
- Short Sands Beach
- Cape Neddick Beach
- Gooch's Beach
- East End Beach
- Gunstock Mountain Resort
- Diana's Baths
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Crescent Beach State Park
- Footbridge Beach




