Vacation rentals in Ossipee

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Top-rated vacation rentals in Ossipee

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Cabin in Tamworth

4.9 out of 5 average rating, 433 reviews

Luxurious Mountainside Cabin! Fantastic Views!

Mountainside Cabin with Sweeping Mountain Views! A great escape with total privacy. Wood Fired Sauna on the premises! Relax by the Giant Fire Pit overlooking the Mountains! Head up to North Conway or to Mt. Washington or go South to the Lakes Region. Then escape the traffic and retreat to the quiet of your Mountainside Cabin. We provide everything you will need for your stay, and I mean everything, just bring a sense of adventure! Pets Yes! *Pet Fee Applies! *Additional Fee for Sauna

Jun 9 – 16

€ 167 per night
Guest favorite

Cabin in Conway

4.95 out of 5 average rating, 290 reviews

N. Conway…Cozy Cabin, Centrally Located

Our newly renovated cabin is family friendly (childproofed), stylish, and cozy with lovely wooden accents throughout! It is newly furnished and has brand new mattresses! This cabin is wonderfully located just off of Westside Rd. a mere skip away from Echo Lake, Cathedral Ledge, Diana's Baths etc...It is a 5 - 8 minute drive to North Conway Village and Cranmore Ski Resort; and a 5 - 8 minute drive from Settler's Green Outlets, grocery stores etc...with numerous other popular destinations nearby.

Mar 3 – 10

€ 132 per night
Guest favorite

Guest suite in Conway

4.99 out of 5 average rating, 416 reviews

Mountain View Studio

This over-garage studio has a private entrance, a queen-sized bed, a futon, gas fireplace, kitchenette & bathroom. There is a refrigerator/freezer, microwave, coffeemaker & toaster but no oven/stovetop. There is a small gas grill available May-Oct. We have beautiful mountain views & are located 10 minutes from downtown. NOTE: Our driveway is long and steep. 4WD/AWD vehicles are often needed to safely get up our driveway in the winter. Also, you will hear the garage door when it opens & closes.

Jul 30 – Aug 6

€ 123 per night

Popular amenities for Ossipee vacation rentals

Stay near Ossipee's top sights

Yankee Smokehouse26 locals recommend
McDonald's7 locals recommend
Pizza Barn20 locals recommend
Harley Jacks Burgers and Brews12 locals recommend
Dunkin'16 locals recommend
Jake's Seafood and Grill18 locals recommend

Other great vacation rentals in Ossipee

Guest favorite

Home in Lebanon

4.96 out of 5 average rating, 158 reviews

Tranquility, Relaxation, Family, Romance

Oct 22 – 29

€ 121 per night
Guest favorite

Apartment in Campton

4.94 out of 5 average rating, 412 reviews

The White Mountain Oaks retreat-ski, hike, relax

May 7 – 14

€ 97 per night
Guest favorite

Cottage in Middleton

4.96 out of 5 average rating, 135 reviews

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

Oct 18 – 25

€ 370 per night
Guest favorite

Cottage in Conway

4.95 out of 5 average rating, 277 reviews

20ft from the Water with Mountain View!

Mar 10 – 17

€ 201 per night
Guest favorite

Home in Center Harbor

4.98 out of 5 average rating, 233 reviews

Guest House in the Woods

Apr 25 – May 2

€ 174 per night
Guest favorite

Cottage in Wakefield

4.93 out of 5 average rating, 141 reviews

Lake View Cottage / Fenced in Yard

Sep 26 – Oct 3

€ 288 per night
Guest favorite

Apartment in Wakefield

5.0 out of 5 average rating, 53 reviews

Clean, quaint studio apartment on small farm

Nov 30 – Dec 7

€ 102 per night
Guest favorite

Cabin in Ossipee

4.91 out of 5 average rating, 68 reviews

Cozy Cabin Retreat just off Lake Ossipee

Jul 4 – 11

€ 165 per night
Guest favorite

Tiny home in Tamworth

4.95 out of 5 average rating, 22 reviews

The River Nook - Tiny Cozy Boho Home

Jan 8 – 15

€ 96 per night
Guest favorite

Cabin in Effingham

4.95 out of 5 average rating, 42 reviews

Peaceful cabin-Minutes to lakes, hiking - Dogs ok!

Apr 2 – 9

€ 175 per night
Guest favorite

Guest suite in Wolfeboro

4.82 out of 5 average rating, 94 reviews

Downtown, Cozy, Cute, and Convenient!

Oct 15 – 22

€ 114 per night
Guest favorite

Apartment in Porter

4.93 out of 5 average rating, 67 reviews

Modern Apt in Beautiful, 1860s Farmhouse

Sep 25 – Oct 2

€ 122 per night

Quick stats about vacation rentals in Ossipee

Total rentals

140 properties

Rentals with dedicated workspaces

60 properties have a dedicated workspace

Pet-friendly rentals

40 properties allow pets

Family-friendly rentals

110 properties are a good fit for families

Total number of reviews

4.6K reviews

Nightly prices starting at

€ 37 before taxes and fees

Frequently Asked Questions

  • How much does it cost to stay in cabin rentals in Ossipee?

    Experience the best of Ossipee with our cabin rentals, starting at about $80 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there vacation rentals with a dedicated workspace in Ossipee?

    Yes! Work meets play with ease at over 60 vacation rentals in Ossipee featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there family-friendly vacation rentals in Ossipee?

    Ossipee has more than 110 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Ossipee have wifi?

    Absolutely! We offer over 60 house rentals with wifi in Ossipee. Enjoy a tailored experience with all the comforts you desire.

  • Where should I stay in Ossipee?

    Make yourself at home in Ossipee by choosing from our most frequently booked neighborhoods. We have over 50 vacation rentals in West Ossipee, and over 60 vacation rentals in Effingham Falls.

  • Do cottage rentals in Ossipee have air conditioning?

    Absolutely! We offer over 10 cottage rentals with air conditioning in Ossipee. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Ossipee?

    Four-legged friends are welcome in Ossipee. Choose from more than 40 vacation rentals for guests traveling with pets.

  • What are the most popular amenities for Cottage Rentals in Ossipee?

    Enhance your stay in our Cottage Rentals with the most popular amenities: over 10 homes with air conditioning, over 20 homes with wifi, over 10 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

Destinations to explore

  1. Airbnb
  2. United States
  3. New Hampshire
  4. Carroll County
  5. Ossipee