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

Privacy, River, Pond, A frame Hot Tub EPIC Views,
14 Acres Secluded A-frame nestled along Clean Crooked River, Hot tub with breathtaking VIEWS and world-class fishing. Swim in the river, private pond or explore hiking trails right from your door. Central AC - Gas Fireplace - Modern Kitchen. Just minutes from pristine lakes, primo golf courses, and thrilling ski slopes, this charming private oasis offers an ideal mix of tranquil relaxation and outdoor adventure. Invite a private chef, florist or yoga teacher to fully unwind. Heated bath floors.

Luxury Year-round Treehouse with private hot tub
The Canopy is one of 5 luxurious tiny homes that make up Littlefield Retreat, a tranquil woodland village of 3 treehouses and 2 hobbit houses – each with its own private hot tub and dock. To see all five dwellings, click on the photo to the left of “Hosted by Bryce”, then click “Show more…”. This 15-acre forest retreat on Littlefield Pond offers our guests an experience that feels like a trip up to the woods of northern Maine, but is closer to home and to all the attractions of southern Maine.

Four Season Western Maine Adventure Base
Make some memories at this family-friendly property. Enjoy panoramic views of Maine's western foothills. Owned by an outdoor-loving family, complete with hounds and chickens, this is a perfect spot to launch your Maine adventures. On the doorstep of skiing, hiking, biking, hunting, fishing, kayaking,canoeing. Enjoy beautiful sunrises and sunsets, sightings of eagles, moose, deer, sounds of peepers, woodcock, wild turkey gobbles and whip-o-wills. Enjoy the lifestyle that makes this Vacationland.

Waterfront Home on Norway Lake - Hillcrest Farm
Serene parklike setting on 11-acres with 1,300-ft of frontage on Norway Lake. Newly renovated 1 bedroom apartment with full kitchen in historic farmhouse has separate access for complete independence. Only 35 min to Sunday River & 1 mile to downtown Norway. Direct connection to miles of hiking, biking & ski trails on Shepherd's Farm Preserve. Fish from our dock, use our canoes and kayaks, rent boats from the local marina or watch abundant wildlife from the deck - unlimited outdoor activities!

Sauna+Near Beach+Pond+Outdoor Shower+Fire Pit
Relax at your own private forest retreat! * Private Cedar Glass Sauna * Minutes Reid State Park Beach & 5 Island🦞 * Private Outdoor Shower * Private Fire Pit w/S'mores * 100% Cotton sheets/towels * Rain Shower & Heated Bathroom Floor * AC/Heat * SmartTV & Record Player w/Vinyl * Fast Broadband Wifi *Pine Cabin is one of two cabins on 8 acres right down the road from one of the best beaches in Maine! The cabins are 150ft. apart and separated by a privacy screen and natural landscaping.

The Modern Lakehouse
This modern lakehouse is situated on Hogan Pond in Oxford Maine. Here you can stay with all the comforts of a beautiful lakehouse built in 2020 while being feet from the water. This is a great place to vacation whether you prefer the private sandy beach, the A/C inside complete with Smart TV cable and Wifi, or the hottub! Sip a drink at the bar while watching the game or use the grill on the deck but be sure to use the built in sound system to play your music throughout the house and deck.

Mirror Pond Cottage
A sweet space on a pond, this cottage is perfect for those looking for a quiet getaway. We offer swimming, kayaks and a canoe, life jackets along with a raft to float on. Endless fun in the water, with no motors to be heard. This is a quiet spot and we would hate to be responsible for ruining that. We are family friendly and kids are welcome, but please leave the party at the casino (5 minutes away)! The waterfront is sandy and shallow, perfect for young ones to splash around in.

Writers Cabin in the Woods with Sauna!
Nestled in the woods and on Adams Pond with new wood fired sauna! The cabin feels totally hidden away but is less than 10 minutes to Bridgton and Naples, hiking, beaches and restaurants. The woods are beautiful and peaceful and the pond is just down a mossy path. Great for couples or a weekend away. Large deck with grill and outdoor shower, firepit. There is a shared dock on the pond for swimming, fishing, or just enjoying the view as well as a canoe and 2 kayaks, and a paddle board.

The Maine Frame | Modern A-Frame Cabin in Freeport
• Perfect for small families or couples, our signature A-Frame cabin features a modern interior gas burning fireplace, soaring ceilings, huge windows, stylish interiors, and all the comforts of home. • This cozy 1,100 square foot space comfortably accommodates up to four guests in two bedrooms (one with a King-size bed and the other with a Queen-size bed) and a shared bathroom. • 7 minute drive to downtown Freeport. • Proud to be ranked in the top 1% and voted Guest Favorite!

Thompson Lake, No Cleaning Fee Pine Point Cottage,
A refurbish 1967 knotty pine."Cottage a short walk to lake and has lake rights. Located 400 feet from lake access." For swimming, FREE docking for your boat to fish, water ski or just cruise in Thompson lake. 14 miles one of Maines cleanest lakes. 6 Bicycles, 2- kayaks, 2-16 ft canoes, a 14 ft rowboat, and a paddle boat, fishing gear, firewood available for guest at no charge for fire pit. Propane and charcoal barbeques available at cottage. THERE IS NO WIFI.

LuxuryTreehouse w/ Hot Tub Near Sunday River
Escape to an authentic luxury treehouse designed by B’Fer Roth of DIY Network’s Treehouse Guys and built by The Treehouse Guys. Hidden on a private wooded road with no neighbors in sight, this unique retreat borders 626 acres of Bucks Ledge Community Forest with 7 miles of trails right outside your door. Enjoy peaceful seclusion just 15 minutes to Sunday River, 5 minutes to Mt. Abram, and 10 minutes to Bethel for the perfect mix of adventure and relaxation.

3BR Lake View Cabin~Fire Pit~Deck~Casino Nearby
🌊 Lake View Cabin on Thompson Lake | Fire Pit, Deck, Near Oxford Casino 🏡 Escape to a cozy lake-view cabin on Thompson Lake in Oxford, Maine, perfect for families and couples seeking outdoor adventure, peaceful lakefront living, and easy access to local attractions. This 3-bedroom lake view cabin offers the ideal balance of tranquility and convenience — surrounded by nature, yet just minutes from Oxford Casino, boating, hiking, and fishing.
Popular amenities for Oxford family-friendly rentals
Family-friendly home rentals with a hot tub

The Retreat | Hot Tub | Game Room | Sleeps 14

Luxury Romantic Yurt •Hot Tub •Mt Views •AC •WiFi

Cozy Library Tiny Home *Private Hot Tub* King Bed

Maine Lakes Region house (private hot tub)

Secluded home-Upper Unit, Hot Tub & Pond Access

Avail.5/29*Hot Tub*Lake Access+Beach*A/C*Dogs OK

Tiny house near the beach!

StreamSide Getaway- HOT TUB / AC/ Wi-Fi
Family- and pet-friendly home rentals

Studio Apartment in Freeport

Naughty Dog Private Island Log Cabin

Lakefront summer getaway for 6

Cozy Cottage w/ Lil' Pond, Fenced Yard & Firepit

Sunny Artist’s Home Filled with Plants

On the water Boathouse!

Family Getaway in Oxford Hills!

Waterfront| Outdoor Sauna| Ski| Mountains| Firepit
Family-friendly home rentals with a pool

Portland Sweet Escape

"Good Vibes" 4 Wonderful Seasons @ Portland Home!

Historic Schoolhouse c1866 + Pool + Lake + Hot tub

Cozy, clean, 2nd floor condo in Conway, NH!

Stunning 2BR with Mountain Views | Nordic Village

Steep Falls Escape, river & falls just steps away

Cozy Family Retreat with Saco River Access

Loft Apartment on Tree-Lined Street in Falmouth
Quick stats about holiday rentals that are family-friendly in Oxford

Total holiday rentals
Explore 30 holiday rentals in Oxford

Nightly prices starting at
Oxford holiday rentals start at $140 SGD per night before taxes and fees

Verified guest reviews
Over 1,270 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
30 of Oxford holiday rentals include wifi access

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

4.9 Average rating
Oxford stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a fireplace Oxford
- Rentals with a patio Oxford
- Waterfront rentals Oxford
- House rentals Oxford
- Rentals with beach access Oxford
- Rentals with a firepit Oxford
- Pet-friendly rentals Oxford
- Rentals with lake access Oxford
- Rentals with a kayak Oxford
- Rentals with outdoor seating Oxford
- Rentals with a washing machine and dryer Oxford
- Family-friendly rentals Oxford County
- Family-friendly rentals Maine
- Family-friendly rentals United States
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