House holiday rentals in Windham

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Top-rated house rentals in Windham

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Guest favourite

Home in Falmouth

4.88 out of 5 average rating, 242 reviews

Amazing Bay View Home with Hot Tub

This enchanting 2-bedroom home is a coastal dream come true! Luxurious and well-appointed, Casco Bay House sleeps up to six, provides a five-star stay, offers all of the comforts of home AND a relaxing hot tub spa. With stunning views of the water, the house also has easy access to dining, shopping, and sightseeing in Portland's lively Old Port district (just 5 minutes away). Whether you seek quiet tranquility or want to hit the town, this waterside house is the perfect home away from home!

Superhost

Home in York

4.85 out of 5 average rating, 72 reviews

Whole House right near Nubble Lighthouse & Dunne’s

Desirable location "between the sands" and close distance to the historic Nubble Lighthouse and Dunne's Ice Cream. Enjoy Long Sands and Short Sands beach and York's quaint downtown filled with classics like Fun-O-Rama Arcades, Bowling, York's Wild Kingdom and Zoo, General Store, toy store and plenty of restaurants. Remodeled in 2020, this home offers 4 bedrooms with 3-4 off-street parking spots. Central Air+Laundry. Located on a quiet side road away from the hustle and bustle but close to all.

Superhost

Home in Litchfield

4.92 out of 5 average rating, 134 reviews

Beautiful lake house on Tacoma Lakes near Coast

Beautiful 4BR on Tacoma Lakes 50' from water, amazing views Screened in Porch w/peaceful views 3 spring fed lakes joined by 2 bridges Private dock Bring your boat or local company can rent/deliver motor boat Canoe/2 Kayaks Wifi/3 SmartTV/Alarm System FirePit, Gas Grille, Lawn Chairs Shuffleboard table Washer/Dryer Provided: linens/towels/soap/shampoo/detergent NO SMOKING-NO PETS-NO SHOES INSIDE (please) *Must sign separate water front liability waiver after booking No cameras inside or out

Superhost

Home in Wells

5 out of 5 average rating, 3 reviews

"In Tempore" Cottage

Relax in this calm, stylish space. New for 2024, "In Tempore Cottage" at Summer Village! Downtime at the right time! Enjoy the many amenities: tennis, pickle ball, putting green, ball fields that provide unobstructed stargazing on clear nights, heated pools, hot tub, indoor gym, playground. Ride the resort trolley in season. Bike, or walk along peaceful forests. New! Discounted rates for fall! **Linens and towels not included. Guests must supply their own or rent from Cottage Linens**

Superhost

Home in Conway

4.84 out of 5 average rating, 347 reviews

Private In Village, HotTub, 1 bedroom, Fire Place

PLEASE DO NOT BOOK PEAK HOLIDAYS/WEEKENDS IN ADVANCE as we try to rent the entire house 1st. We book this listing as a 1 bedroom ONLY. Directly in the village! yet tucked away, private YARD, HOT TUB, fireplace, new furniture, cozy beds and & linens. WALK to restaurants, Saco River, Golf, Village Green, Rec Center, Whitaker Woods, scenic train station, coffee shops, stores, skating, Cranmore & nightlife. Enjoy Kayaking, skiing, adventure parks, skiing, story land, hiking, etc.

Guest favourite

Home in Wolfeboro

4.98 out of 5 average rating, 54 reviews

Relaxing hidden gem in Wolfeboro

Located within just 7 minutes from Lake Winnipesaukee, Wolfeboro Center, Allen Albee Beach, and Lake Wentworth, Beach Pond Acres is your perfect year round vacation resting place. Indulge in the abundance of activities in the nation’s oldest summer resort, including fishing, water sports, and relaxing lake beaches and Gunstock Ski Resort. Enjoy the privacy of an open, cozy, and light filled home, sitting on five acres of abundant wildlife and vivid greenery.

Guest favourite

Home in Intervale

4.96 out of 5 average rating, 165 reviews

Hot Tub|Wood Stove|Close to Ski|Firepit|Sleeps 12

The Skyline house is the perfect spot for families visiting the White Mountain. Nestled in a very quiet neighborhood, our home is ideal for a single family or a couple of families visiting for summer hikes, StoryLand, winter time skiing or anything else the valley has to offer. > 6 min drive to North Conway > 7 min drive to Storyland, Schouler Park & Conway Scenic Railroad > 8 min drive to Cranmore & Echo Lake State Park > 9 min drive to Diana's Baths

Guest favourite

Home in Kennebunk

4.95 out of 5 average rating, 151 reviews

Quiet cozy cottage close to restaurants, beach

Winter-wonderland, close to skiing and a walk from great dining. In the summer, enjoy the quiet backyard or walk to the beach! No need to find parking, my place is 3/10 of a mile from downtown Kennebunkport and 7/10 of a mile to Gooch's Beach. You will love my place because of the kitchen, the coziness, and the location. My place is good for couples. It has a tempurpedic king-sized bed and a queen sized pull out bed in the living room.

Superhost

Home in Kennebunk

4.76 out of 5 average rating, 105 reviews

Charming Kennebunk Cape - Walk to Dock Square!

Explore Kennebunk/Kennebunkport from this classic Cape style house, recently renovated and perfect for big groups! Originally built in the 1800s, charm and character abound in this 5 bedroom/3 bathroom home that can sleep up to 13 guests. Walk to the restaurants, cafes, and shops in Lower Village in 5 minutes or 10 minutes to Dock Square. Other highlights include the courtyard hot tub, relaxing sunroom, and backyard fire pit.

Guest favourite

Home in Old Orchard Beach

4.91 out of 5 average rating, 176 reviews

Beach Getaway House

Recently updated home in the heart of beautiful Old Orchard Beach. In town lot with convenient off street parking, a back yard, and many fun and exciting amenities within walking distance away. The beach is .3 miles away and a short 5 minute walk. This includes clean linens, towels, a fully stocked kitchen with appliances and anything you will need for 1 night or for a family gathering.

Guest favourite

Home in Ogunquit

4.92 out of 5 average rating, 38 reviews

Ogunquit Beach House - New Listing -Great Location

Newly renovated in 2021. This unique property has a modern open floor plan with two master suites, plus guest bedroom with 2 twins and a private loft area upstairs with sofa bed. Ping pong table, foos ball tables, and tv located in lower level. This property is one block from downtown Ogunquit with a short walk to the beach. Park your car and walk to everything Ogt has to offer!

Guest favourite

Home in Kennebunk

4.91 out of 5 average rating, 111 reviews

A Great Space in a Great Place

This Lindal Cedar Home overlooks the tidal marsh. Walking distance to beach and Kennebunkport. Second story duplex with master bedroom loft. Complete kitchen. Children's play park, pitch and putt golf, kayak and bike rentals, bakery, restaurants, market, antiquing, whale watching, Shipyard brewery and retail shopping; all within walking distance. Owners on site.