Vacation rentals in Orange

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Top-rated vacation rentals in Orange

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Guest favorite

Cottage in Petersham

4.99 out of 5 average rating, 149 reviews

Cider House Cottage

Antique guest cottage on a country farm property with acres of fields, ponds, forests and streams, adjoining Quabbin Reservoir domain. Ideal for hikers, bird watchers, and bicyclists, this quiet country retreat offers trails and terrain to explore, only 3 miles away from small historic New England town. Make yourself at home in the comfortably furnished post and beam home with terrace and pond views, adventure in the surroundings, dip in fresh water streams, and relax in the claw foot bathtub.

Oct 3 – 10

R2,697 ZAR per night

Guest favorite

Cottage in Bernardston

4.88 out of 5 average rating, 285 reviews

Cozy, Quiet Cottage on Country rd 2 mil from I-91

Our quite and comfy home is conveniently located less than 2 miles from I-91, but a 1/4 mile down a country road giving you lots of privacy. The cottage is less than a mile from Crump 'N Fox Golf; 2 miles from Northfield Mount Hermon; 10 minutes from Greenfield & Stoneleigh Burnham; 15 min to Brattleboro, Deerfield Academy, Bement & Eaglebrook; 20 min to UMass, Amherst & Northampton; 30 minutes to Keene NH & Shelburne Falls and 45 min to the Basketball Hall of fame in Springfield & Mt Snow VT.

Jan 12 – 19

R2,256 ZAR per night

Guest favorite

Apartment in Greenfield

4.96 out of 5 average rating, 267 reviews

Mohawk Trail View/ private apt. no cleaning Fee

Apartment: Entrance, bathroom & driveway are all private. Backyard with gas bbq. Kitchenette has microwave, toaster oven, Keurig coffee maker & sink. 2 TV’s one in living room & bedroom. Netflix, Amazon Prime , HBO & Local programs. High speed internet. Bedroom has Queen bed & desk. Apt. Is 2 min's to Rt. 2 Mohawk Trail, Rt. 91, Supermarket, Restaurants & GCC. Less than 5 min's to Greenfield Center. <10 minutes to Deerfield Academy, Bement, Stonleigh. Berkshire East Resort Ski Area 24 minutes.

Jul 24 – 31

R2,009 ZAR per night

Guest favorite

Apartment in Dublin

4.96 out of 5 average rating, 182 reviews

Private Dublin apartment nestled in the woods

Nestled in the quiet woods just north of Mt. Monadnock our cozy one bedroom apartment invites the outdoors in with peeks of the mountain through the trees. Sit out on your private deck and enjoy the view or stroll around the yard and pick a few blueberries in season. We welcome hikers, nature lovers, those visiting friends or family or just wanting to enjoy the area's beautiful scenery and many artistic venues. I like to think of it as a peaceful sanctuary that we'd like to share with you.

May 5 – 12

R2,061 ZAR per night

Superhost

Guest suite in Montague

4.93 out of 5 average rating, 163 reviews

Great Falls Private Suite

Turners Falls is one of 5 villages in the town of Montague. It's a vibrant, diverse area that runs along the Connecticut River. Our lovingly designed guest suite is situated 17 miles from the UMass Amherst Campus, 8.2 miles from Northfield Mount Hermon, 2 miles from downtown Turners Falls and 2.6 miles from downtown Greenfield. If you are looking for a private and bright suite with beautiful natural light and a modern bohemian feel this guest retreat is for you. I look forward to hosting you!

Jun 5 – 12

R1,906 ZAR per night

Guest favorite

Guest suite in Ashburnham

4.99 out of 5 average rating, 404 reviews

The Ginger Bed King Suite

Come for the lovely country setting, the winter beauty, amenities, neighborhood, convenience, privacy, spaciousness, and the comfortable bed. Close to many wonderful hiking/biking paths, rail trails, Wachusett ski area, Jewel Hill, Lake Wampanoag, Kirby area. WI-FI, TV ( Hulu and Netflix), refrigerator, microwave, coffee/tea maker, reading lights, table area, continental breakfast, parking... Good for couples, solo and business travelers. (Key pad for Covid safe entry) Everyone is welcome!

Feb 9 – 16

R2,048 ZAR per night

Superhost

Guesthouse in Fitzwilliam

4.86 out of 5 average rating, 331 reviews

Tranquil Guest House with Sauna & Hiking

Are you seeking to escape the city & take a break from hectic schedules & demands? We invite you to embrace life at a relaxed pace surrounded by nature, offering an opportunity to reset your life & cultivate space for stillness & healing. Enjoy the fire pit, walk the trails, forage for treasures & unwind in the wood fired sauna! We've created a place for you to unwind & restore your soul, & detox & recharge your body. For the full retreat ask about day pass to Covey House Healing Center.

Nov 26 – Dec 3

R2,784 ZAR per night

Guest favorite

Guest suite in Sunderland

5.0 out of 5 average rating, 143 reviews

Bright private suite minutes to Five College area

Welcome to our bright, newly renovated suite in the historic Elihu Smith home, built in 1847. Centered on historic S. Main Street in Sunderland, we are minutes from UMass, Amherst, Hadley, Deerfield, and located on the local bus route connecting directly to UMass and Amherst. Ideal for stays of any length of time, for business or pleasure during any time of the year and walking distance to the Millstone market, as well the Bridgeside Café. Suite is professionally cleaned between each stay.

Aug 29 – Sep 5

R1,746 ZAR per night

Guest favorite

Guesthouse in Westminster

4.98 out of 5 average rating, 291 reviews

Guest House - 4 miles from Wachusett Mt.

Enjoy your stay in this cozy, newly renovated semi-attached in-law unit. It is located close to Route 2, walking distance to the town center, only 4 miles from Mt. Wachusett in a quiet neighborhood. It has 2 parking spaces and a private entrance. This unique space has everything to make you feel at home – including WiFi and Netflix. The kitchen is equipped with a Keurig Coffee Maker, Mini Fridge, and a Microwave. Queen-size bed, fresh towels, body wash are also provided.

Sep 27 – Oct 4

R2,636 ZAR per night

Guest favorite

Cottage in Orange

4.95 out of 5 average rating, 130 reviews

The Lake Cottage: A Sweetwater Stay

Welcome to Mattawa Cove! Originally built as an Ice Fisherman's shack, this tiny house is unapologetically elegant and understated. The private dock can be viewed from the wall of windows in the open living space. Walk to the shore, sit with your feet in the water, swim, fish, or kayak. It’s the ultimate, all-year romantic getaway. With excellent Wi-Fi, you can stay as connected as you'd like to the outside world. 1.5 hours from Boston or Providence. 3.5 hours to NYC.

Mar 20 – 27

R2,305 ZAR per night

Guest favorite

Apartment in Winchester

4.93 out of 5 average rating, 161 reviews

Downtown Loft above Winery and Distillery

Enjoy a lovely weekend getaway in this cute 1 bedroom loft, centrally located in Winchester, NH. Enjoy a tasting at New England Sweetwater Farm & Distillery next door and a pint on us at Outlaw Brewing Company. This cozy loft features a full kitchen, 3/4 bath as well as a bedroom and living/dining room. 20 minutes to Keene, Brattleboro and Chesterfield. Access to Pisgah State Park, the Ahsuelot Rail Trail and Forest Lake. Come see what our beautiful area has to offer!

Nov 26 – Dec 3

R1,606 ZAR per night

Guest favorite

Tiny home in Orange

4.92 out of 5 average rating, 310 reviews

The Writer's Retreat: A Sweetwater Stay

Located on the shore of Tully Pond, The Writers Retreat is a newly designed 325sqft lake side cottage with breathtaking views of Tully Mountain. This 4-season cottage is built with salvaged barn wood; up-cycled maple floors and custom built furniture and lighting. It's the little sister to The Fishing Cottage. You'll find this intimate home has everything you need to relax, write the next Great American Novel, connect with a lover, or just plain chill.

Dec 4 – 11

R2,462 ZAR per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Orange vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Orange's top sights

Walmart Supercenter8 locals recommend

Herrick's Tavern6 locals recommend

Tea House7 locals recommend

Jumptown9 locals recommend

Anne's Dairy Drive In5 locals recommend

White Cloud Diner5 locals recommend

Other great vacation rentals in Orange

Guest favorite

Home in Orange

4.94 out of 5 average rating, 51 reviews

Four Season Cozy Lake House

Sep 29 – Oct 6

R3,804 ZAR per night

Superhost

Apartment in Athol

4.82 out of 5 average rating, 72 reviews

The Gargoyle's House 2nd floor 2-1 nest in Athol.

Sep 15 – 22

R1,744 ZAR per night

Guest favorite

Home in Orange

4.95 out of 5 average rating, 22 reviews

The Zen Waterfront Retreat: A Sweetwater Stay

Dec 19 – 26

R5,941 ZAR per night

Guest favorite

Cottage in Orange

4.99 out of 5 average rating, 67 reviews

Lake House with view of mountain

Sep 12 – 19

R3,866 ZAR per night

Guest favorite

Home in Orange

4.9 out of 5 average rating, 67 reviews

Mike's Lake House

Jul 4 – 11

R4,394 ZAR per night

Guest favorite

Home in Orange

5.0 out of 5 average rating, 13 reviews

The Modern Home Retreat

Jul 23 – 30

R8,004 ZAR per night

Guest favorite

Guesthouse in Wendell

5.0 out of 5 average rating, 17 reviews

Quiet Country Home in Wendell

May 3 – 10

R3,045 ZAR per night

Guest favorite

Home in Orange

4.95 out of 5 average rating, 55 reviews

Historic Revival Wheeler Mansion Carriage House

Nov 22 – 29

R4,380 ZAR per night

Show all

Quick stats about vacation rentals in Orange

Total rentals
20 properties
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
2K reviews
Nightly prices starting at
R958 ZAR before taxes and fees

Frequently Asked Questions

Do house rentals in Orange have wifi?
Absolutely! We offer over 10 house rentals with wifi in Orange. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Orange have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Orange. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Orange?
Four-legged friends are welcome in Orange. Choose from more than 10 vacation rentals for guests traveling with pets.
Are there vacation rentals with a dedicated workspace in Orange?
Yes! Work meets play with ease at over 10 vacation rentals in Orange featuring dedicated workspaces. Stay connected and productive in your home away from home.
What are the most popular amenities for House Rentals in Orange?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, over 10 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
How much does it cost to stay in house rentals in Orange?
Experience the best of Orange with our house rentals, starting at about $50 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do house rentals in Orange have free parking?
Absolutely! We offer over 10 house rentals with free parking in Orange. Enjoy a tailored experience with all the comforts you desire.
Are there family-friendly vacation rentals in Orange?
Orange has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

Vacation rentals in Orange

Top-rated vacation rentals in Orange

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for Orange vacation rentals

Stay near Orange's top sights

Other great vacation rentals in Orange

Home in Orange

Apartment in Athol

Home in Orange

Cottage in Orange

Home in Orange

Home in Orange

Guesthouse in Wendell

Home in Orange

Quick stats about vacation rentals in Orange

Total rentals

Rentals with dedicated workspaces

Pet-friendly rentals

Family-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in Orange have wifi?

Do house rentals in Orange have a kitchen?

Are there pet-friendly vacation rentals in Orange?

Are there vacation rentals with a dedicated workspace in Orange?

What are the most popular amenities for House Rentals in Orange?

How much does it cost to stay in house rentals in Orange?

Do house rentals in Orange have free parking?

Are there family-friendly vacation rentals in Orange?

Destinations to explore