
Holiday rentals in Princeton
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Top-rated holiday rentals in Princeton
Guests agree: these stays are highly rated for location, cleanliness and more.

Lakefront, view of ski mtn, fireplace, sauna
Direct lakefront with panoramic views of Wachusett Mountain (#1 skiing in MA). In the summer, enjoy the kayaks, canoe, paddle-boards, motor boat. In the winter, cozy up next to the fireplace and enjoy a complimentary bottle of wine. In the fall, gaze upon the breathtaking foliage from the sunroom. Outdoor shower, dock, firepit, hammock, bike, washer/dryer, desk, sauna, dishwasher, linens, kitchen amenities. Our other lakefront house is down the road: www.airbnb.com/h/lakefrontmountainview
ValueFamilyAmenities
4.89 out of 5 average rating, 239 reviews
Private sanctuary in the city w/ patio & backyard
Enjoy much needed R&R or alone time in this elegant 500-sqft master suite. A quiet space in a nice neighborhood amidst a buzzing metropolis, accessed through a private gated entrance. Sit back in the hammock, taking in the soothing sounds of water and birds chirping under the bright sky, having a private picnic in the backyard. In the winter, a ski resort is also conveniently accessible for fun in the snow. With the sights & sounds of the city mere minutes from the property to be explored. ~
LocationFamilyGrill
4.95 out of 5 average rating, 140 reviews
Farm Living
We offer a quiet country setting on a small working farm, with cows, horses, pigs, goats, donkeys, peacocks, emu, rabbits, dogs, chickens, ducks and wildlife strolling now and then. There’s opportunity to interact with the animals. Pack n play available for little ones upon request and another twin fold up bed. We truly want all of our guest to enjoy all the farm has to offer and enjoy the peacefulness. Please inquire about kayak rentals. We also have a game room available to rent. See photos
FamilyValueBack garden
4.95 out of 5 average rating, 424 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!
FamilyValueDecor
4.98 out of 5 average rating, 543 reviews
Spacious 3 Bedroom Home for Family Farm Stay
We welcome you to our farm to enjoy our scenery while making memories at our unique rental home great for groups. Our house rental is part of our property where we invite guests to escape to the farm. This family home is excellent for those looking to relax while away from the ski slopes or simply wanting a space to get away. In the middle of an area with plenty of outdoor activities nearby, we're only 8 miles from Wachusett Mountain Ski Resort and have restaurants within just minutes.
ValueFamilyOutdoor spaces
4.9 out of 5 average rating, 125 reviews
In-law Apartment, Full Kitchen, Near Mt Wachusetts
Your home away from home is a spacious & newly renovated basement/in-law apartment (approx 1100 sq feet) located below the main house, with its own private entrance, dedicated parking & in walkable neighborhood. The unit has a bathroom, full kitchen, living room & bedroom w/queen bed & extra tv. Hubbardston is a quaint little town with no stop-lights yet conveniently located to many beautiful hiking trails, fishing spots and lakes. 10 minutes from route 2 and 15 minutes from Mt Wachusetts.
FamilyLocationBathroom
4.98 out of 5 average rating, 227 reviews
Lovely & Peaceful Waterfront Vacation Retreat
Come enjoy this unique & beautiful retreat home, set on 50 acres of wooded land, with a breath-taking view over a 2 mile long, 190-acre body of water, & no houses in sight! Wonderful in any season. Peaceful, healing haven, & great get-away spot for a romantic weekend or family vacation. Perfect for swimming, boating, fishing, hiking, & cross-country skiing--or just relaxing in a hammock, on the deck, or in a bedroom overlooking the water. Youtube Video: Fred's Place, James Crowther
LocationFamilyOutdoor spaces
4.99 out of 5 average rating, 192 reviews
Guest House - 4 miles from Wachusett Mt.
Welcome to a cozy, newly renovated semi-attached in-law unit! Nestled in a peaceful neighborhood, you’ll be just a short walk from the town center and only a 10-minute drive to the scenic Mount Wachusett. With easy access to Route 2, it’s the ideal base for your adventures. Enjoy the privacy of your own entrance and two dedicated parking spaces. Whether you’re here for a weekend getaway or a longer stay, we’re sure you’ll enjoy your time in this inviting space!
LocationFamilyLong stay
4.97 out of 5 average rating, 518 reviews
Guest home in downtown Fitchburg
10% off if booking 1 bedroom only. Exclusive use of the house but please do select the correct number of guests to display the final fee. Spread out in this centrally-located (downtown/urban) home built in the 1800s - where each room has been curated in a timeless tone, with relaxation and comfort in mind. Convenient to FSU, Game On Sports Complex, Fitchburg Art Museum, the commuter rail to Boston, Applewild School, Wachusett Mountain, Great Wolf Lodge etc.
LocationFamilyCheck-in
4.95 out of 5 average rating, 131 reviews
Farm stay in a Historic Ski Lodge turned Barn
Once a ski lodge, then a horse barn, the hayloft in this unique stone barn has been converted to a comfortable & peaceful getaway. Enjoy a tranquil farm stay on a working Lavender farm. Help feed (if you wish) the horses and ponies and see the chickens. Enjoy the serene views and take in a sunrise or sunset or the stunning evening stars and moon on the back patio, stroll around the farm and hike our 1 mile nature walk. Convenient to local skiing & golfing.
FamilyValueBreakfast
4.9 out of 5 average rating, 544 reviews
Quiet country retreat with modern conveniences
Our mountain-view farmhouse sits on a 5 acre knoll, 300' from a quiet country road, surrounded by the sights and sounds of quintessential New England. The location of the property strikes a perfect balance between seclusion and convenience with access to hiking, kayaking, biking, parks, restaurants, grocery, and shopping close by. Restaurant food delivery of local favorites for Japanese (including sushi), Chinese, pizza, sub, salads, etc is available.
FamilyValueCleanliness
4.93 out of 5 average rating, 241 reviews
Cozy newly renovated Studio
At this peaceful and centrally-located place, you will be welcomed to a beautiful spotless newly renovated studio. Smart TV, WIFI, small kitchen with coffee/tea station toaster/air fryer, microwave, light cooking dishes&utensils, large refrigerator & freezer, water bottles to welcome, newly renovated bathroom. Warm atmosphere, less than a mile from Coggshall Park, easy 5 minute access to route 2. Easy 5 minute access to Fitchburg University/Leominster.
ValueFamilyAccess
4.82 out of 5 average rating, 102 reviewsPopular amenities for Princeton holiday rentals
Other great holiday rentals in Princeton

Stunning Sterling Sanctuary: Unwind on the Water!
LocationFamilyGrill
5.0 out of 5 average rating, 38 reviews
Beautiful Home, Great Location
FamilyLocationAmenities
4.86 out of 5 average rating, 58 reviews
Grace's Homey Place
LocationValueSleep quality
4.96 out of 5 average rating, 84 reviews
Charming carriage house in woods with lake access
FamilyLocationIndoor spaces
4.97 out of 5 average rating, 30 reviews
Townhouse on the Barre Commons
LocationFamilyCondition
5.0 out of 5 average rating, 15 reviews
Historical New England retreat
LocationFamilySleep quality
4.98 out of 5 average rating, 48 reviews
4 Bedroom Lake house overlooking lake
LocationFamilyAccess
4.86 out of 5 average rating, 28 reviews
Updated 3 Bedroom Townhouse Near Center of Holden
ValueFamilyIndoor spaces
4.92 out of 5 average rating, 76 reviewsDestinations to explore
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- Fenway Park
- Harvard University
- TD Garden
- Boston Seaport
- Gillette Stadium
- Boston Common
- Revere Beach
- Boston University
- Boston Convention and Exhibition Center
- Six Flags New England
- Freedom Trail
- New England Aquarium
- Boston College
- Northeastern University
- Canobie Lake Park
- Pats Peak Ski Area
- MIT Museum
- Harvard Square
- Tufts University
- Monadnock State Park
- Quincy Market
- Snhu Arena
- Massachusetts Institute of Technology
- Prudential Center





