West Ossipee holiday rentals

We found 289 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in West Ossipee to find one that's perfect for your trip. Holiday rentals provide the best amenities for your stay with friends, family or just your pet, such as parking and a TV. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts – West Ossipee

Showing deals for:25 Dec - 1 Jan

Come Winter in the White's!
Exterior
Interior
View from deck. Sit and listen to the loons!
Exceptional
(12 reviews)

MODERN CHALET 3-BDRM-FAMILY & DOG friendly- Luxury & Affordability Combined

Madison

8% off
AU$3,746
for 7 nights, 1 chalet
AU$535 per night
includes taxes & fees
MODERN CHALET 3-BDRM-FAMILY & DOG friendly- Luxury & Affordability Combined
2 bedrooms and main bath off kitchen
Nighttime at the Cozy Cabin
Loft area at night
View of dining and kitchen area from couch
Exceptional
(34 reviews)

Vacation home near golf, skiing, shopping, & Private Beach Club at Lake Ossipee

Freedom

8% off
AU$2,868
for 7 nights, 1 home
AU$410 per night
includes taxes & fees
Vacation home near golf, skiing, shopping, & Private Beach Club at Lake Ossipee
Living area
Private kitchen
Interior
Exterior
Exceptional
(41 reviews)

Madison Cottage, 2 Bedroom,

Madison

17% off
AU$1,530
for 7 nights, 1 cottage
AU$219 per night
includes taxes & fees
Madison Cottage, 2 Bedroom,
Private kitchen
Property grounds
Living area
Interior
Exceptional
(6 reviews)

Tranquil Mountain Views, Very Close to Beach, Fireplace at Hygge Hut Getaway

Madison

8% off
AU$6,875
for 7 nights, 1 home
AU$982 per night
includes taxes & fees
Tranquil Mountain Views, Very Close to Beach, Fireplace at Hygge Hut Getaway
Dining area of the kitchen
Front Foyer
living room with TV
Kitchen
Exceptional
(19 reviews)

Spacious home located on Chocorua Dam in the White Mountains of New Hampshire

Chocorua

12% off
AU$2,837
for 7 nights, 1 home
AU$405 per night
includes taxes & fees
Spacious home located on Chocorua Dam in the White Mountains of New Hampshire
Exterior
Dining
Room
Private kitchen
Wonderful
(21 reviews)

Walk to pond / playground in pet friendly chalet while enjoying mountain views

Madison

8% off
AU$2,708
for 7 nights, 1 home
AU$387 per night
includes taxes & fees
Walk to pond / playground in pet friendly chalet while enjoying mountain views
The sunporch is even warm on some sunny winter days. Perfect to read or relax in
Exterior
Interior
Room
Exceptional
(94 reviews)

FULLY RENOVATED PERFECT FOR FAMILIES HANDICAP ACCESSIBLE 1ST FLOOR

Tamworth

8% off
AU$3,383
for 7 nights, 1 home
AU$483 per night
includes taxes & fees
FULLY RENOVATED PERFECT FOR FAMILIES HANDICAP ACCESSIBLE 1ST FLOOR
Dining
Exterior
Living area
Living area
Exceptional
(18 reviews)

Relaxing NH Home near King Pine skiing, Winter Activities, Event Venues

Tamworth

15% off
AU$2,482
for 7 nights, 1 home
AU$355 per night
includes taxes & fees
Relaxing NH Home near King Pine skiing, Winter Activities, Event Venues

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Delight in the riverfront landscape of West Ossipee

Enjoy the jazz and other features of West Ossipee. Well known for its camping, riverfront and mountain views, this welcoming city won't disappoint. With a holiday rental, you get a home away from home – many rentals offer full kitchens and outdoor grills for some home cooking.

Sightseeing in and around West Ossipee

Do you want to discover things to do while you're in town? Venture out of your holiday home and experience everything that makes West Ossipee a fun place to get away to. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • King Pine Ski Area (6.5 mi / 10.5 km)
  • Conway Station (11.6 mi / 18.6 km)
  • Wolfeboro Abenaki Ski Area (14.4 mi / 23.2 km)
  • Kahuna Laguna (15.9 mi / 25.7 km)
  • Sandwich Creamery (10.9 mi / 17.5 km)
  • Province Lake Golf Course (13.9 mi / 22.3 km)

Exploring the natural features in West Ossipee

Whether you're looking for adventure or just want to spend some time taking in the scenery, West Ossipee is a great place to get out in nature. These are some of the area's most enchanting sights, all within 30 miles (48.2 km) of the city centre:

  • White Mountain National Forest (25.6 mi / 41.3 km)
  • White Lake State Park (1.5 mi / 2.4 km)
  • Ossipee Lake (3.4 mi / 5.5 km)
  • Ossipee Lake Trail (3.7 mi / 5.9 km)
  • Chocorua Lake (6.4 mi / 10.2 km)
  • Mount Chocorua (10.3 mi / 16.5 km)

Transport to and around West Ossipee

The nearest airport is in Fryeburg, ME (FRY-Eastern Slopes Regional), located 17.1 mi (27.6 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Laconia, NH (LCI-Laconia Municipal), which is 20.3 mi (32.7 km) away.

Frequently asked questions

Where are the best areas for renting a beach house in West Ossipee?
For renting a beach house in West Ossipee, the area around Ossipee Lake is particularly appealing. This picturesque location offers numerous holiday rentals with direct access to the lake, making it superb for water-based activities such as swimming, kayaking, and fishing. Many properties in this area come equipped with amenities like private docks, outdoor grills, and spacious decks, ideal for enjoying the stunning views and relaxing in the sunshine.The vicinity also features family-friendly beaches, such as those at the state park, where visitors can enjoy sandy shores and picnic areas. Rentals here often include comfortable living spaces and fully equipped kitchens, allowing families to prepare meals together after a day spent outdoors.Additionally, the nearby town of Wolfeboro, known as the "Oldest Summer Resort in America," offers charming shops and restaurants, enhancing the overall experience for travellers. Properties in Wolfeboro tend to have a mix of modern comforts and rustic charm, often featuring amenities such as hot tubs, fire pits, and easy access to local attractions.
Where are the best West Ossipee ski resort rentals?
For ski resort rentals near West Ossipee, New Hampshire, visitors should consider the nearby town of North Conway, which is just a short drive away and offers a variety of accommodations. This area is well known for its access to the Cranmore Mountain Resort, where travellers can find cozy lodges and chalets ideal for families or groups. Many of these properties come equipped with amenities such as fireplaces, hot tubs, and fully equipped kitchens, superb for unwinding after a day on the slopes.In addition to North Conway, the nearby towns of Bartlett and Jackson provide charming options for those seeking a more tranquil setting. Here, you'll discover rustic cabins and elegant mountain lodges, often featuring scenic views, outdoor decks, and easy access to hiking trails that are popular year-round. Many rentals in these areas also offer amenities such as ski storage, laundry facilities, and access to community pools or fitness centres.For those looking to explore the region further, the White Mountain National Forest is a short drive away, providing ample opportunities for outdoor activities beyond skiing, including snowshoeing and hiking.
What is the most popular type of holiday rental accomodation in West Ossipee?
In West Ossipee, holiday houses and chalets are the most popular types of holiday rentals, with several options available throughout the area. These properties often provide a comfortable and spacious environment, making them ideal for families or groups seeking a relaxing getaway. Many of these rentals feature fully equipped kitchens, inviting living areas, and outdoor spaces such as decks or patios, allowing guests to enjoy the beautiful natural surroundings.
Are there any family house rentals in West Ossipee?
In West Ossipee, there are several family-friendly house rentals available, making it a great spot for those travelling with kids. The area is surrounded by beautiful natural landscapes, including nearby lakes and hiking trails that offer ample opportunities for outdoor adventures. Many of these homes provide spacious living areas, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play and explore.Visitors can also enjoy amenities such as game rooms, private yards, and access to recreational activities like boating and fishing at the nearby Ossipee Lake.
Can I rent a holiday home with a pool or hot tub in West Ossipee?
In West Ossipee, there are several holiday homes available for rent that feature pools or hot tubs, providing a wonderful option for those looking to relax and enjoy the outdoors. This picturesque area, located near the White Mountains, offers a selection of properties with amenities such as private swimming pools, inviting hot tubs, and spacious outdoor areas superb for gatherings or family activities. Many rentals also come equipped with fully furnished kitchens, allowing guests to prepare meals and enjoy dining al fresco.
Are there pet-friendly house rentals in West Ossipee?
In West Ossipee, there are several pet-friendly house rentals available, providing a great option for travellers wishing to bring their furry companions along. Many of these properties come equipped with essential amenities such as fully equipped kitchens, spacious living areas, and outdoor spaces for pets to enjoy.The area is surrounded by stunning natural beauty, including the nearby White Mountain National Forest, which offers ample opportunities for outdoor activities such as hiking and exploring. Additionally, the scenic Ossipee Lake provides a lovely setting for leisurely walks and picnics, making it an excellent choice for pet owners looking to enjoy the outdoors with their pets.
Are there any remote work holiday rentals in West Ossipee?
In West Ossipee, New Hampshire, there are several holiday rentals suitable for remote work. Many of these properties come equipped with essential amenities such as high-speed internet and Wi-Fi, ensuring that guests can stay connected while enjoying their getaway.Travellers can expect a mix of charming cabins and comfortable homes, often featuring dedicated workspaces or cozy nooks ideal for productivity. The natural surroundings provide a serene backdrop for work-life balance, making it easy to take breaks and explore the beautiful landscapes when needed.With access to local attractions such as the Ossipee Lake and the nearby White Mountain National Forest, visitors can enjoy both relaxation and outdoor adventures. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in West Ossipee?
In West Ossipee, popular rental amenities include spacious decks or patios, allowing guests to enjoy the beautiful natural surroundings. Most holiday rentals come equipped with a kitchen, which is ideal for those who prefer to prepare their own meals during their stay. Additionally, travellers can expect amenities such as blenders and coffee or tea makers for convenience. Dining areas are also a common feature, providing a comfortable space for guests to gather and enjoy their meals together.
When is the best time to visit West Ossipee for a holiday rental?
The best time to book a holiday rental in West Ossipee is during the peak season, which spans from June to August. This period attracts a vibrant mix of outdoor enthusiasts and families eager to explore the stunning landscapes of New Hampshire. With warm temperatures averaging between 20 and 30 degrees Celsius, visitors can enjoy a variety of activities, from hiking the nearby White Mountains to boating on Lake Ossipee.July stands out as the most popular month, where the area buzzes with energy and excitement. You'll find plenty of opportunities for hiking, fishing, and enjoying local festivals, all while surrounded by the natural beauty of lush green hills and sparkling lakes.For those looking for a more budget-friendly option, consider visiting in November. This month offers a serene atmosphere, allowing you to appreciate the tranquil beauty of the region as the landscape transitions into winter. It's a great time for peaceful walks and enjoying the quiet charm of West Ossipee, away from the summer crowds.Ultimately, your choice depends on whether you prefer the lively energy of summer or the calmness of late autumn.
What are the top attractions in West Ossipee?
In West Ossipee, visitors can enjoy a variety of attractions that highlight the natural beauty of the area. The nearby White Mountain National Forest offers stunning scenery, hiking trails, and opportunities for outdoor activities like fishing and kayaking. The scenic Ossipee Lake is a popular spot for swimming, boating, and picnicking, with several access points around the lake providing picturesque views.For those interested in local history, the New Hampshire Vintage Barn is a charming site showcasing antiques and vintage items, while the local farmers' markets are great for experiencing regional produce and crafts. The area's proximity to the larger town of Conway provides additional attractions, including the Mount Washington Valley, which features skiing in the winter and hiking in the summer.
Are all fees included in the West Ossipee holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any West Ossipee holiday homes with parking?
Stayz offers a wide selection of holiday homes in West Ossipee with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for West Ossipee holiday homes?
You can find great discounts on holiday homes in West Ossipee on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my West Ossipee holiday home booking on Stayz?
To find West Ossipee holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in West Ossipee?
A long-stay holiday home in West Ossipee is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a West Ossipee holiday home?
Book your West Ossipee holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in West Ossipee?
Prices for holiday homes in West Ossipee vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in West Ossipee to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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