Whortleberry Island Vacation Rentals from $168: Search Short-Term Rentals

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Our top choices for Whortleberry Island vacation rentals

A row of brown single-story buildings with a parking lot in front.

1. Cold Spring Plymouth Resort

Ashland

Armand

$155 nightly

Sep 14 - Sep 15

Total with taxes and fees

A beach with picnic tables and lounge chairs, a stone wall, and a view of the lake and distant mountains.

2. Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

Gilford

Richard

$226 nightly

Oct 5 - Oct 6

Total with taxes and fees

A kitchen with wooden cabinets, a stainless steel refrigerator, a microwave, and a dining table with a placemat and a bowl.

3. Cozy Tuftonboro Escape: Steps to Private Beaches!

Center Tuftonboro

Diane S.

$437 nightly

Oct 4 - Oct 5

Total with taxes and fees

A spacious kitchen with wooden beams, a large dining table, and a fireplace.

4. Cozy Tuftonboro Escape: Steps to Private Beaches!

Tuftonboro

Denise

$426 nightly

Oct 4 - Oct 5

Total with taxes and fees

A modern kitchen with white cabinets, a built-in microwave, and a dishwasher. There are two bar stools near the kitchen counter.

5. 9 Lake Street

Wolfeboro

Roog

$332 nightly

Oct 4 - Oct 5

Total with taxes and fees

A cozy lounge area with stone walls, wicker furniture, and a self-storage sign.

6. Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain

Laconia

Daniel

$319 nightly

Sep 14 - Sep 15

Total with taxes and fees

A serene lakeside view at sunset with a silhouette of trees and a calm water surface.

7. Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard

Wolfeboro

David M.

$188 nightly

Sep 14 - Sep 15

Total with taxes and fees

A lake with a sandy beach and a concrete dock extending into the water.

8. Private Pond Cabin with Lake Access & Fire Pit

Tuftonboro

Keith B.

$416 nightly

Sep 23 - Sep 24

Total with taxes and fees

A hotel with a large parking lot, a swimming pool, and a view of a lake and mountains.

9. Cedar Lodge Room-Private Balcony Close to Weirs!

Weirs Beach

Deborah J.

$232 nightly

Sep 14 - Sep 15

Total with taxes and fees

A two-story house with a white front porch, a staircase, and a garage.

10. Caretakers -Split level Pet Friendly $50 Fee

Wolfeboro

Judith

$164 nightly

Sep 14 - Sep 15

Total with taxes and fees

A garden with a white pergola, red chairs, and pink flowers.

11. Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard

Wolfeboro

Anonymous traveler

$189 nightly

Oct 6 - Oct 7

Total with taxes and fees

A wooden dock with a hammock and chairs by a lake surrounded by autumn foliage.

12. Grandmas Cottage on the River and the Rail Trail in Wolfeboro

Wolfeboro

The F.

$452 nightly

Sep 14 - Sep 15

Total with taxes and fees

A spacious kitchen with a large island, a fireplace, and a deck with outdoor seating.

13. Cozy, Pet-Friendly Escape Near Lake & Mountains

Gilford

Julie W.

$432 nightly

Sep 24 - Sep 25

Total with taxes and fees

A swimming pool with lounge chairs and umbrellas, surrounded by a fence and greenery.

14. Weirs beach retreat

Weirs Beach

Wayne W.

$260 nightly

Oct 9 - Oct 10

Total with taxes and fees

A beach with clear water, a sandy shore, and a few trees in the background.

15. Delightful Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

Alton

Richard T.

$263 nightly

Sep 14 - Sep 15

Total with taxes and fees

A hotel with a swimming pool, solar panels, and a parking lot.

16. Cedar Lodge Condo w/ Loft and private balcony

Weirs Beach

"Had an incredible stay for a Father/Son overnight trip to Laconia. The property was clean, incredibly safe, quiet and relaxing, the amenities were very nice and perfect for a vacation of any length. Perfect for family trips, couples getaways, solo adventures and friend getaways. This property is close to anything you want to do in that area. Has a nice pool, basketball, firepit, BBQ spots, places to relax and enjoy your drink or coffee to watch the sunset over the lake or sit under the starry...

Steven F.

$232 nightly

Sep 14 - Sep 15

Total with taxes and fees

A large building with multiple sections, surrounded by snow-covered ground and trees, overlooking a large body of water.

17. Cedar Lodge condo with mountain & lake Winnipesauke views!

Weirs Beach

Walter

$232 nightly

Sep 14 - Sep 15

Total with taxes and fees

A large building with multiple sections, surrounded by snow-covered ground and trees, with a lake and mountains in the background.

18. Cedar Lodge Room 2 Queen Beds & Private Balcony

Weirs Beach

$235 nightly

Sep 14 - Sep 15

Total with taxes and fees

A residential property with a wooden deck, a small garden, and a blue house with a chimney.

19. Newly Renovated Cottage on Main Street Alton Bay #5

Alton

Brian B.

$218 nightly

Sep 22 - Sep 23

Total with taxes and fees

A lakeside property with a dock, boats, and a large building surrounded by trees.

20. Gilford Perfect Getaway Pool, WIFI & Free Parking

Laconia

Katherine B.

$188 nightly

Oct 14 - Oct 15

Total with taxes and fees

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Top Whortleberry Island Hotel Reviews

Steele Hill Resorts

10/10 Excellent

"Location was beautiful. Rooms and suites were amazing!! Stairs were a bit hard for the older generation in our group"

Mill Falls Resort Collection at the Lake

10/10 Excellent

"Our room was clean, facility was clean, as well. We used the outdoor pool and the pool bathrooms which were tidy. There was some details of the windowsill and the sliding door off our room that needed attention as well as outside, but, my husband and I are very observant of such things while most others may not notice. None detracted from the beauty of the Inn or its' location. We will return again!!"

Purity Spring Resort

10/10 Excellent

"My daughter and I went to Purity Spring Resort for an overnight trip and relaxation and it did not disappoint! We were in the Inn, which is the asme building as the restaurant. Although we could hear a little noise from the hallway and the game room, we found the location to be very convenient. We were right next to the restaurant and directly across from the check-in, pool, hot tub and lake. There were plenty of beach chairs, paddleboards, kayaks and canoes and we found the lake to be incredibly peaceful and beautiful. We had dinner at the restaurant, which was pretty good, we preferred the breakfast by the lake, which was so nice. There was a great little shop not far down the street, maybe a 5 min drive, with all sorts of cute little treats and home goods and a great ice cream shop called Betty Sue's. Highly recommend it if you're looking for a relaxing and quiet getaway."

Find out more about Whortleberry Island

Everything you need to know about Whortleberry Island vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Whortleberry Island vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Whortleberry Island vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Whortleberry Island vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Whortleberry Island. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Whortleberry Island in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $168 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Whortleberry Island rentals

At Expedia, we put the best Whortleberry Island vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Whortleberry Island rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Whortleberry Island vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Whortleberry Island. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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Check prices for these dates

Our top choices for Whortleberry Island vacation rentals

1. Cold Spring Plymouth Resort

2. Lake view, Private Beach, Private concert entrance, pool, Gunstock ski resort

3. Cozy Tuftonboro Escape: Steps to Private Beaches!

4. Cozy Tuftonboro Escape: Steps to Private Beaches!

5. 9 Lake Street

6. Cozy Studio w/ Pool. Close to Weirs Beach, Concerts,Lake, & Gunstock Mountain

7. Cottage 12 - Year Round - Pet Friendly $50 Fee -1 King Bed / 1 Bath & Courtyard

8. Private Pond Cabin with Lake Access & Fire Pit

9. Cedar Lodge Room-Private Balcony Close to Weirs!

10. Caretakers -Split level Pet Friendly $50 Fee

11. Cottage 4 - Year Round Pet Friendly $50 Fee 1 Bed w/ Loft / 1 Bath & Courtyard

12. Grandmas Cottage on the River and the Rail Trail in Wolfeboro

13. Cozy, Pet-Friendly Escape Near Lake & Mountains

14. Weirs beach retreat

15. Delightful Lake View Cabin in Alton Bay Now featuring Lake Access, AC/ TV/ WiFi

16. Cedar Lodge Condo w/ Loft and private balcony

17. Cedar Lodge condo with mountain & lake Winnipesauke views!

18. Cedar Lodge Room 2 Queen Beds & Private Balcony

19. Newly Renovated Cottage on Main Street Alton Bay #5

20. Gilford Perfect Getaway Pool, WIFI & Free Parking

Find vacation rentals that suit your style

Top Whortleberry Island Hotel Reviews

Steele Hill Resorts

Super 8 by Wyndham Tilton/Lake Winnipesaukee

Winnisquam Lake Inn

Tilton Lodge Inn and Suites

The Lake Estate on Winnisquam

Mill Falls Resort Collection at the Lake

Purity Spring Resort

TownePlace Suites by Marriott Gilford

Holiday Inn Express Hotel & Suites Tilton - Lakes Region by IHG

Find out more about Whortleberry Island

Explore a world of travel with Expedia

Expedia's Latest Trends