Photo by Scott Mellott

Wilton Holiday Rentals

  • Plan, book, stay with confidence
    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Wilton

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Aerial view

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

9.4 out of 10, Exceptional, (16)
"Place was pristine, great location on the lake. Beautiful scenery with the mountains, used the kayaks to get around the lake and catch some fish! My son and i caught pickerel, perch, bass, crappies, and pumkinseeds. Quick drive from Boston @ a little over a hour."
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Rustic Waterfront Cottage w/ Fire Pit & Kayaks
Fireplace

Rustic Waterfront Cottage w/ Fire Pit & Kayaks

2.5 star property
Rustic Waterfront Cottage w/ Fire Pit & Kayaks
Charming Waterfront Log Cabin
3 bedrooms, travel cot, free WiFi, bed sheets

Charming Waterfront Log Cabin

9.4 out of 10, Exceptional, (36)
"We really appreciated the solitude and quiet retreat this cabin offered. "
Charming Waterfront Log Cabin
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Lake

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

10.0 out of 10, Exceptional, (12)
"We had a great time. The house was very nice and clean. The lake was really lovely for boating and swimming."
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Waterfont log home nestled in the pines
Outdoor dining

Waterfont log home nestled in the pines

10.0 out of 10, Exceptional, (49)
"Beautiful secluded location. Quiet neighborhood right on the lake. Wonderful to go down to the dock in the morning and watch the lake come alive with a good cup of coffee. Plenty of room for the family. The log cabin interior was very cozy, clean and inviting. Kitchen had everything needed. The kayaks and fishing poles were put to good use. We stayed here to attend a nearby family wedding and it was SOOO much nicer than being in a hotel, having the family all together. Alfred made sure to check...
Waterfont log home nestled in the pines
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Fridge, microwave, oven, stovetop

Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

9.4 out of 10, Exceptional, (9)
"we were staying in the area for hiking. the space was clean and exactly as described,host was very kind and helpful, and the location is perfect. town is lovely too."
The price is HK$623
HK$1,267 total
includes taxes & fees
10 Dec - 11 Dec
Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.
Lake Adjacent 3-Bedroom Family Home Close to Wachusett Mountain!
Snow and ski sports

Lake Adjacent 3-Bedroom Family Home Close to Wachusett Mountain!

9.8 out of 10, Exceptional, (85)
"Home was clean and comfortable. My extended family and I stayed two nights for a wedding in the area and a good time was had by all. No complaints with the accommodations and the hosts communicated well."
Lake Adjacent 3-Bedroom Family Home Close to Wachusett Mountain!
Cottage on Partridge Pond
Interior

Cottage on Partridge Pond

10.0 out of 10, Exceptional, (16)
"Lovely home with a small dock in a large pond! Kayaks in the back yard. Beautiful looking out to the pond. Very comfortable home. Hosts are very responsive. We would definitely stay here again. Nice job!"
Cottage on Partridge Pond
Riverfront New Hampshire Cottage w/ Boat Dock
Miscellaneous

Riverfront New Hampshire Cottage w/ Boat Dock

8.6 out of 10, Excellent, (7)
"Nice I like and can back "
Riverfront New Hampshire Cottage w/ Boat Dock
Modern Francestown Retreat on Scobie Pond!
Dining

Modern Francestown Retreat on Scobie Pond!

10.0 out of 10, Exceptional, (5)
"Fairly new house on the pond. Little sand beach. Canoe, paddle board and kayaks (need new/more paddles). Spacious. Large, well appointed and supplied modern kitchen. Nice master suite. Only one bathroom on ground floor for 3 bedrooms. Plenty of bench seating on deck facing lake, but could use use some chairs with cushions. "
Modern Francestown Retreat on Scobie Pond!
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
Fridge, microwave, oven, stovetop

A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.

8.8 out of 10, Excellent, (3)
"I booked this property for my group leaders while they attended the Northeast regional conference. The ladies thoroughly enjoyed their stay and would be happy to stay there again. It is easy to locate off of Rt 3 and convenient to Main Street and downtown Nashua. AND within walking distance to Haywards Ice Cream!"
The price is HK$1,627
HK$2,922 total
includes taxes & fees
4 Dec - 5 Dec
A spacious modern elegant 3 bedroom Ranch, Whole House located in South Nashua.
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Terrace/patio

2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

10.0 out of 10, Exceptional, (14)
"The property is lovely. It suited our needs and fully equipped. "
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Large 3 floor Townhome with Patio, Backyard and Sauna
Fridge, microwave, oven, stovetop

Large 3 floor Townhome with Patio, Backyard and Sauna

9.8 out of 10, Exceptional, (15)
"We had a great stay for the weekend. Thank you for hosting us so our teens could go to a youth event in your area. We were so blessed to stay all together! "
The price is HK$1,939
HK$4,317 total
includes taxes & fees
19 Dec - 20 Dec
Large 3 floor Townhome with Patio, Backyard and Sauna
Stunning brand new 2 bedroom Loft amidst nature
Miscellaneous

Stunning brand new 2 bedroom Loft amidst nature

10.0 out of 10, Exceptional, (16)
"Place was great! Roomy, comfortable, we felt so welcome! Took my dog for a nice walk around the area in the morning and the country roads were safe and well maintained for a walk. "
Stunning brand new 2 bedroom Loft amidst nature
VRBO Top 10 - Copley's Lakefront Cottage and Guest House on its own Peninsula
Interior

VRBO Top 10 - Copley's Lakefront Cottage and Guest House on its own Peninsula

10.0 out of 10, Exceptional, (4)
"This property was great. Wonderfully modern lake front home. Recommend renting the pontoon to fish for larger fish. Kayaks, Paddleboards, great restaurants and sauna. Picture perfect scenery. "
VRBO Top 10 - Copley's Lakefront Cottage and Guest House on its own Peninsula
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
Smart TV, fireplace

VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac

10.0 out of 10, Exceptional, (6)
"Everything about this property was beautiful. The home itself being located right on the water was perfect for kayaking, fishing, evenings by the fire, relaxing and reconnecting. The house is gorgeous, comfortable, and had everything you might need/want. We enjoyed the game room - jenga and family air hockey tournaments. A lovely experience and we hope to return at some point. Thank you for sharing your beautiful home with us!"
VRBO Top 10 of 2024!- Copley's Lakefront Cottage on Lake Monomonac
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
Lake

Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby

9.8 out of 10, Exceptional, (15)
"Very nice house and property! "
Troy House, Country Get Away, w fire-pit, rec & game rm, many small ponds nearby
Beautiful Private Lakefront new Log Home
Outdoor dining

Beautiful Private Lakefront new Log Home

9.8 out of 10, Exceptional, (48)
"This was our second time renting this house. We love the location and everything about it. We have a large family and the house is more than big enough for everyone and the lake is beautiful."
Beautiful Private Lakefront new Log Home
Enchanting, romantic and fun river getaway
Miscellaneous

Enchanting, romantic and fun river getaway

10.0 out of 10, Exceptional, (15)
"Our visit was short but absolutely wonderful. Our host had thought of everything - coffee, tea, pancake mix, eggs, and a ton of other goodies that made us feel absolutely spoiled. We spent every moment possible enjoying the porch and overlooking the river. Bedding, furniture, and amenities were all incredible. We all wished we could have stayed much longer and would book again in a heartbeat if we’re ever back in the area."
Enchanting, romantic and fun river getaway
Relaxing Hot Tub Getaway
Outdoor spa tub

Relaxing Hot Tub Getaway

10.0 out of 10, Exceptional, (11)
"Very nice house that was clean and had very nice Activities like hot tub games etc Definitely would come back and stay again. Rebecca is a very good host "
The price is HK$1,238
HK$2,229 total
includes taxes & fees
24 Nov - 25 Nov
Relaxing Hot Tub Getaway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Don't see what you're looking for?
See all available properties in Wilton
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other types of properties in Wilton you may be interested in

DoubleTree by Hilton Manchester Downtown
Bar (on property)

DoubleTree by Hilton Manchester Downtown

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Excellent great room. Very comfortable bed with great bedding. Very convenient bathroom...nice shower with easy to use controls. I also appreciate the parking situation..being able to come and go and easy access in and out with card. Thanks."
The price is HK$986
HK$1,070 total
includes taxes & fees
15 Dec - 16 Dec
DoubleTree by Hilton Manchester Downtown
Country Inn & Suites by Radisson, Manchester Airport, NH
Exterior

Country Inn & Suites by Radisson, Manchester Airport, NH

3.0 star property
8.0 out of 10, Very good, (1135)
"Have stayed several times now. Very good value for the money"
The price is HK$648
HK$703 total
includes taxes & fees
15 Dec - 16 Dec
Country Inn & Suites by Radisson, Manchester Airport, NH
Great Wolf Lodge Boston / Fitchburg, MA
4 indoor pools, seasonal outdoor pool, pool cabanas (surcharge)

Great Wolf Lodge Boston / Fitchburg, MA

3.5 star property
8.6 out of 10, Excellent, (811)
"My children really enjoyed our stay! There was tons to do and the room was great and clean! My only complaint about the room was the pillows they were lumpy and very uncomfortable and there were no outlets in the children’s bunk bed area. "
The price is HK$975
HK$1,388 total
includes taxes & fees
25 Nov - 26 Nov
Great Wolf Lodge Boston / Fitchburg, MA
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.
Unlock Black Friday deals

Frequently asked questions

Can I find holiday rentals in Wilton?

Yes, there are holiday rentals close to the most popular sights in Wilton, or you can select a more secluded option if you're looking for a relaxing stay. Wilton is known for its shopping and restaurants.

What are some of the best holiday rentals that Wilton has to offer?

Charming Waterfront Log Cabin: This holiday home rental outside of Wilton is located on the waterfront, and has a garden, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

What can I see and do in Wilton?

Explore the area and family-friendly sights such as The Driving Range, or get out into nature at a spot like Pack Monadnock Mountain. In the wider area, you’ll find Wilton Town Hall Theatre and Baboosic Lake Town Beach.

What are holiday rentals like in Wilton?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Wilton. Holiday rentals feature extras like kitchens and laundry facilities so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from shared hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for family gatherings.