Holiday Homes in Oxford County

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Top-rated Holiday Homes in Oxford County

Guests agree: These holiday homes are highly rated for location, cleanliness and more.

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Guest favourite

A serene lake scene is captured under a broad sky filled with clouds, reflecting shades of blue and gray. Gentle ripples disturb the calm water, while a wooden dock extends into the lake, offering a vantage point for outdoor enjoyment.

Holiday home in Windham

4.85 out of 5 average rating, 33 reviews

Sebago Lake House getaway

Relax with the whole family at this peaceful place to stay. Located 250 feet from beach entry lake. Relax on the dock or take the kayaks out for a spin. This charming house includes a mooring to keep a boat on. Located 30 min. From Portland, ME, 1 hour from North Conway, NH and 5 min. From Seacoast Adventures. Nearby hiking, swimming, breweries, and restaurants makes this house a great place to stay rain or shine. ** 7 night Saturday-Saturday rentals between June 27, 2026 - August 29, 2026**

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A sandy beach leads to a wooden dock extending over clear waters. Several boats can be seen moored nearby, with distant hills appearing under a bright blue sky. The scene captures a tranquil lakeside setting perfect for relaxation.

Holiday home in Standish

4.78 out of 5 average rating, 49 reviews

Lakehouse Paradise - A Slice Of Sebago Lake

Welcome to Sebago Lake! Come make memories at this charming lake house. The house is just a few minute walk from your private association beach on Sebago. Spend your days on the beach, in the crystal clear water, or out on the boat. Your warm Sebago nights can be spent BBQ'ing in the yard, roasting marshmallows at the fire pit, or playing card games inside. Enjoy the majestic views as the sun rises and sets over Maine's second largest lake. This is the perfect setting to make lifelong memories!

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Guest favourite

The exterior of the home features a charming two-story design with beige siding and dark blue shutters. A small porch is visible at the entrance, which is framed by a welcoming flag. Two outdoor chairs are positioned next to a round table, adding to the inviting atmosphere.

Holiday home in Casco

4.93 out of 5 average rating, 14 reviews

Point Sebago 2 bed 1.5 bath home. Sleeps 7

Peaceful 2 bed/1.5 bath home located in Point Sebago. Access to Sebago lake, golf and much more. Resort fee $10/day/per during peak season May-Oct. 1 king, twin over full bunkbed in 2nd bedroom and queen sofa bed. Linens not provided. Pillows provided. Fully equipped kitchen. Washer/Dryer. Weber Grill, stone fire pit. 18 hole golf course, restaurant, bar, snack bar, tiki bar, tennis, pickleball, shuffleboard, basketball, arcade, mini golf, playground, splash pad, entertainment. Marina too!

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Top Guest favourite

A spacious bedroom is characterized by vibrant green walls and a large floral artwork above the bed. A comfortable queen bed is flanked by two nightstands with lamps. Natural light filters through a window, complemented by an accent chair and a full-length mirror.

Holiday home in Rangeley

4.95 out of 5 average rating, 105 reviews

Spacious & Bright Apartment in Rangeley

Enjoy all that the beautiful Rangeley Lakes Region has to offer while staying in our comfy apartment on the edge of town! While staying here you will be close to town and it's amenities, yet set back from the road with privacy and off street parking. Our apartment is perfect for 1 to 2 couples or a family of 4. You are also welcome to bring along your furry friend! We are walking distance to downtown Rangeley, 2 minute drive to Rangeley Lake park and boat launch, 15 minutes to Saddleback Mtn.

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A lakefront home is positioned amid trees with a sandy shore in the foreground. The two-story structure features large windows and a welcoming front porch. A private dock extends into the water, providing access for outdoor activities.

Holiday home in Sebago

4.88 out of 5 average rating, 16 reviews

Island View on Sebago Lake

Lakefront living is awaiting! Island View is a newly updated home that sits on 100 feet of sandy shore frontage on Sebago Lake. Spend your days on the lake, soaking up the sun on the private beach, fishing off the private dock, grilling with friends and family or relaxing on the expansive deck taking in the views. This 5-bedroom, 3.5 bath home with sleeping for 10 has a 1st floor master, updated appliances, granite countertops and is ideal for entertaining. You will never want to leave!

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The exterior of a house is shown during twilight, featuring multiple illuminated windows and a covered deck. Soft lighting creates a warm glow while a grassy area is visible in the foreground, contributing to a serene nighttime setting.

Holiday home in Otisfield

4.59 out of 5 average rating, 32 reviews

6-bedroom home with association lake & ATV trails

Perfect house for the outdoor lover! Sit outside by the fire pit at night and hear the owls and loons, watch the deer and other wildlife walk right by. Our 6 bedroom home is right on the ATV trails and a short walk to the private association lake with dock. The house can sleep up to 15 people comfortably. Great place to fish, hike and make great memories. The house comes full of outdoor games and rafts for the lake. It is a perfect house for large groups and families.

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Guest favourite

An open living area is displayed, featuring a stone fireplace as a focal point. Comfortable seating options include two patterned armchairs and a neutral sofa. A dining table for 10 is visible, complemented by a well-equipped kitchen area. Natural light flows through several large windows.

Holiday home in Carrabassett Valley

4.92 out of 5 average rating, 50 reviews

Ski-in, Ski-out Timbers 4-Bedroom condo

This Timbers location cannot be beat: ski-in, ski-out, only a 5 minute walk to base village and right next to the Superquad! Newly furnished and stylishly decorated, this family-friendly 4 bed, 3 bath Timbers condo features an open-concept main floor with living area, kitchen, and dining table for 10. Well-stocked kitchen and TV for each bedroom. Upstairs has 3 BR, 2 BA and basement has ski prep & rec area, additional bathroom and bunk room.

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Top Guest favourite

A spacious living area is highlighted by a brown leather sectional sofa, complemented by a small wooden stool. Nautical maps adorn the walls, alongside a ship's wheel, offering a coastal theme. Natural light fills the room through large windows, creating a bright atmosphere.

Holiday home in Bethel

4.96 out of 5 average rating, 159 reviews

The Cape Ann Ranch

Our beautiful one level home in the Western Foothills of Maine is situated on two acres, equal distance between Sunday River Resort , Mt. Abram Ski and Bike Resort , Black Mountain is 45 minutes away. Explore all our area has to offer. Skiing, Snowmobiling, ATV, hiking trails for all abilities, boating, fishing and swimming in our lakes, ponds and rivers and biking. Breweries, Town festivals, art shows, music concerts and so much more.

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Top Guest favourite

A spacious deck is shown, featuring a hot tub and a dining table surrounded by several chairs. An umbrella provides shade over the seating area, while comfortable outdoor furniture is arranged for relaxation. Lush green trees are visible in the background.

Holiday home in Windham

4.99 out of 5 average rating, 106 reviews

Sebago Lakehouse: Hot Tub and Private Beach Access

Lovely 3 bedroom/2 bathroom house in the woods with a Hot Tub and access to the private shared beach! Sebago Lake is a perfect family destination for swimming, boating, and fishing. It is ideally located for a day trip to Portland, Old Orchard Beach, Kennebunkport, or Freeport. Or stay home, enjoy the Lake or watch the stars from the Hot Tub. Close to grocery stores and restaurants. Lake and beach access is only a 5-minute walk.

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Guest favourite

A spacious outdoor deck is seen featuring a wooden floor, a round table, and several striped chairs. A large blue umbrella provides shade over the seating area. A small propane grill is positioned nearby, surrounded by lush greenery and trees.

Holiday home in Harrison

4.92 out of 5 average rating, 36 reviews

Private Apartment Steps to Crystal Lake with Deck

Bright, sunny second floor apartment one block from Crystal Lake Beach on a quiet street right in Harrison Village. Enjoy sunsets on your private deck, walk two blocks into town, or three blocks to Long Lake Park. Perfect for a couple or solo traveler and the (new) pullout sofa can accommodate a third. Beautiful back deck with southern and western exposure. Full kitchen, small propane grill, TV & high speed internet.

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Guest favourite

Holiday home in Carrabassett Valley

4.89 out of 5 average rating, 130 reviews

The Loaf View - 3 Bed Apt - 10 min from Sugarloaf

Relax, ski, snowshoe, mountain bike, hike or just flake out in our spacious three-bedroom lower-level apartment in Reddington East -- just 10-minutes from the Loaf. 1500 square feet, fully equipped kitchen, comfortable living area great for watching the game, blazing fast internet, and a spectacular view of the mountain. There's plenty of room for your skis, coats, and other items in the secure entryway.

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A charming vacation home is showcased, featuring a welcoming porch with white railings. The exterior is adorned with light brown siding and a brick chimney, surrounded by trees and landscaped with stones and shrubs.

Holiday home in Casco

4.92 out of 5 average rating, 12 reviews

Point Sebago Vacation Home

2 Bedroom, 2 Bath right inside the beautiful Point Sebago Resort ** Our Listing just moved from another rental site. Ask us about our 5-star reviews there! ** ** Point Sebago Resort charges a $10/pp per night Guest Registration Fee to participate in activities. Guest will send payment directly to the Resort along with a Guest Registration Form.

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