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Holiday houses in Wilbraham

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Top-rated holiday rentals in Wilbraham

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

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Guest suite in Granby

4.9 out of 5 average rating, 121 reviews

Whole place,staycation,3 bedrooms, spacious area

ENTIRE LIVING SPACE: Private spacious 3 bedroom lower level. Near MacDuffie Prep School & 5 prestigious colleges. Couples, solo adventurers, business travelers, families (with kids), and big groups. 14 acre. Private-golf course, pickleball, polypropylene basketball court, badminton, fishing, frisbee golf and tennis courts close by. Nature surrounds you with quiet locations to relax. 1 acre beach pond to cool off. If you are the person who likes to stay busy or relax, this is the place for you.

27 Mar – 3 Apr

$203 NZD per night

Guest favourite

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.

3–10 Oct

$277 NZD per night

Guest favourite

Home in Granby

4.83 out of 5 average rating, 156 reviews

Clean, Spacious 3 BR Half-Duplex on Quiet 4+ Acres

Spacious duplex (1600+ SQ Feet)with full kitchen, washer and dryer in unit, on 4+ acres to enjoy. OTHER DUPLEX IS OWNER OCCUPIED. Home is set back 800+ feet off main road on an old christmas tree farm. TVs in living room and master bedroom with Netflix. Property located off RT 202 for easy travel to surrounding towns, colleges, hiking trails, and various attractions. No parties. Feel free to contact us with any questions! You will see our pup Gronk, as he spends much of his time in the yard.

7–14 Oct

$292 NZD per night

Guest favourite

Guest suite in Warren

4.95 out of 5 average rating, 265 reviews

Craig's Cove

Craig's Cove is a two-room apartment (in my finished basement) with a farmhouse industrial motif and is in close proximity to Sturbridge, wineries, micro-brews such as Lost Towns Brewing, and beautiful scenery. Guests will be provided with one off-street parking space, private entry, bedroom with queen-size bed, full bathroom, TV with Netflix & Amazon Prime, free wifi, coffee, kitchenette with sink, microwave, fridge, toaster oven, hot plate (no full size stove), and patio with pergola.

27 Sep – 4 Oct

$131 NZD per night

Guest favourite

Home in Ware

4.89 out of 5 average rating, 109 reviews

Little House Inn

NO CLEANING FEES - NO CHORE LIST Reconnect with loved ones in this family-friendly place. Our little house is situated on an acre and a half of land surrounded by wetlands and woods yet minutes from local colleges and amenities. Enjoy the beautiful night sky while relaxing by the fire pit. Or enjoy the woodland view from your deck with your morning coffee. Deer, turkeys, bunnies, and many native birds are regular visitors. Check out our guidebook for places to eat & things to do.

26 Feb – 5 Mar

$267 NZD per night

Guest favourite

Apartment in Brimfield

4.98 out of 5 average rating, 138 reviews

Quiet & Cozy Main Street Retreat

Skip the traffic on the way to popular seasonal tourist destination, the Brimfield Flea Market, by staying here the night prior to your visit! Or, complement an off-season stay with an abundance of hiking trails, antique shops, lakes, farms, and even a winery just a 5 minute walk from your doorstep. Enjoy the convenience of a convenience store, package store, and post office across the way, combined with the peace and quiet of this private suite tucked behind the main house.

7–14 Aug

$279 NZD per night

Guest favourite

Guest suite in Amherst

4.95 out of 5 average rating, 110 reviews

Bright, peaceful suite in great location!

This comfy in-law apartment is on a side street in South Amherst, near a main bus line, just blocks away from Hampshire College and 2 miles from downtown Amherst, Amherst College & UMass. Fantastic Cali-Mex and Salvadorian restaurants a 3 minute walk, as are a great pub and pizza shop. The fully-furnished apartment has air conditioning, blackout shades and plenty of space to stretch out and relax. All areas are for guest use only (no shared spaces) with private entrance.

10–17 Jun

$224 NZD per night

Guest favourite

Campervan/RV in Wilbraham

4.97 out of 5 average rating, 185 reviews

The Waddle on Inn

*open all winter season!* Welcome to The Waddle On Inn! Unique small farm experience meets luxury glamping and a serene paradise. We have created a farm getaway with a luxury 5th wheel with all the familiar comforts of home including wifi, smart TV, a screened in pavilion for you to enjoy your meals, our hilarious flock of ducks and goats for your entertainment! There are even fresh duck eggs for purchase as a take home souvenir! Relax, unwind, and Waddle On Inn!

9–16 Sep

$209 NZD per night

Guest favourite

Home in Feeding Hills

4.89 out of 5 average rating, 883 reviews

Farm Fresh Feeding Hills

Private in-law suite attached like a garage. Best view in the house overlooking the pond, ducks, goats, horses, & mtn. 1 Bedroom, small shower stall bath, combo kit/lvg room and a screened porch. Approx. 600 sq ft. ttl. The space is perfect for 2 people, good for 4 and a squeeze for 6 people. Only a few miles to The Big E, 6 Flags, MGM Casino, BB Hall of Fame & Dr. Suess. 20 ish min to Hartford Int. Airport, 30 ish to Htfd & 40 ish north to 5 college area.

21–28 Sep

$223 NZD per night

Guest favourite

Guest suite in Agawam

4.95 out of 5 average rating, 153 reviews

The Waters Edge

Contemporary home located on the scenic Ct River. Centrally located between Bstn & Htfd. Within 2 miles of Six Flags, 15 min from Basketball or Volleyball Hall of Fame, MGM Casino, Eastern States Exposition, Downtown Spfld & Bradley Intnl Airport. Adjacent CT River is home to beautiful wildlife. Protected lands provide a stunning backdrop to picturesque views guests love! Rest's, museums, hiking, shopping & much more nearby. NO SMOKING ON PROPERTY.

6–13 Aug

$237 NZD per night

Guest favourite

Guest suite in Amherst

4.97 out of 5 average rating, 124 reviews

South Amherst Countryside Suite

Recently-renovated, spacious countryside suite in beautiful and peaceful South Amherst. Quiet lodgings away from the hustle and bustle of town centers, with easy access by car to area colleges (Amherst, Hampshire, Mt. Holyoke and Smith) and the University of Massachusetts. No additional cleaning fees!! **New for 2024: energy-efficient, quiet Mitsubishi heat pump and mini-splits for heating and cooling.**

22–29 Sep

$263 NZD per night

Guest favourite

Guesthouse in Amherst

4.95 out of 5 average rating, 480 reviews

Cozy get-away!

This quiet option is less than two miles from the center of downtown Amherst, a thriving college town with museums, libraries, small stores, restaurants for every budget, hiking trails galore. We offer a relaxing space in a friendly, safe, residential neighborhood. Five minute walk to 2 bus stops. If you are looking for some privacy with access to western Mass., you've found it!

9–16 Feb

$205 NZD per night

Holiday rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodation and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Wilbraham holiday rentals

Free parking on premises

Air conditioning

Stay near Wilbraham's top sights

Randall's Farm3 locals recommend

Iron Duke Brewing4 locals recommend

Rice Fruit Farm4 locals recommend

Other great holiday rentals in Wilbraham

Guest favourite

Apartment in Enfield

4.99 out of 5 average rating, 140 reviews

FROG Suite Apartment

3–10 Mar

$193 NZD per night

Guest favourite

Guesthouse in Northampton

5.0 out of 5 average rating, 272 reviews

Mill River Cottage (pet friendly!)

26 Jan – 2 Feb

$242 NZD per night

Guest favourite

Apartment in Ashford

4.99 out of 5 average rating, 220 reviews

Enjoy a Farm Stay without the Work

17–24 Jul

$138 NZD per night

Guest favourite

Guest suite in Tolland

4.9 out of 5 average rating, 300 reviews

UCONN Hideaway

1–8 Jul

$247 NZD per night

Apartment in West Springfield

4.79 out of 5 average rating, 677 reviews

Cozy, fully furnished basement!

10–17 Mar

$130 NZD per night

Guest favourite

Apartment in Woodstock Valley

4.93 out of 5 average rating, 335 reviews

“Tranquillity on the Lake ” Woodstock Valley, Ct.

22–29 Apr

$270 NZD per night

Guest favourite

Apartment in Wilbraham

4.98 out of 5 average rating, 54 reviews

Western Mass Retreat!

6–13 Mar

$190 NZD per night

Guest favourite

Home in Wilbraham

4.91 out of 5 average rating, 58 reviews

Little House Clean and cozy

30 Jun – 7 Jul

$371 NZD per night

Destinations to explore