Princeton historic town center aerial view including Town Hall, Public Library, First Congregational Church on Town Common, Princeton, Massachusetts MA, USA.

Princeton Holiday Rentals

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Our top choices for Princeton holiday rentals

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
9.8 out of 10, Exceptional, (26 reviews)
"Host was incredibly friendly and accommodating and the cabin was nothing short of beautiful"
United States
Moose C.
The price is NZ$1,092
includes taxes & fees
29 June - 30 June
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.
Shrewsbury
9.6 out of 10, Exceptional, (32 reviews)
"Lovely and great location "
United States
Kimberlee K.
Beautiful & Cozy 2 BR/ 2Beds/ Netflix/Alexa/Roku.

2 Cabins & Sauna on Lake Monomonac

2 Cabins & Sauna on Lake Monomonac
Rindge
The price is NZ$2,391
includes taxes & fees
29 June - 30 June
2 Cabins & Sauna on Lake Monomonac

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
10.0 out of 10, Exceptional, (12 reviews)
"Super cute cabin. It was winter so we didn’t get to see a lot of the lake/property but everything was very comfortable and Jim was a fantastic host. Would definitely stay again! "
United States
Rebecca
The price is NZ$877
includes taxes & fees
28 June - 29 June
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Enjoy your stay in an antique home in an antique toy museum!

Enjoy your stay in an antique home in an antique toy museum!
Winchendon
9.4 out of 10, Exceptional, (8 reviews)
"What a fun stay! Great communication with the property manager Don, cute town, lots of American history to be discovered, fun stay. 10/10 highly recommend!!!"
United States
Katja Z.
The price is NZ$683
includes taxes & fees
1 July - 2 July
Enjoy your stay in an antique home in an antique toy museum!

A Quintessential New England Historical Guesthouse

A Quintessential New England Historical Guesthouse
Groton
10.0 out of 10, Exceptional, (4 reviews)
"Wonderful stay !!!!! Just perfect !!!"
United States
Sarah B.
The price is NZ$2,781
includes taxes & fees
2 July - 3 July
A Quintessential New England Historical Guesthouse

Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
3.0 star property
Worcester
Lakefront Cottage 2 Mi to Palladium in Worcester!

Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
7.6 out of 10, Good, (4 reviews)
"Hit the jackpot at this stay .Awesome area with many things to keep busy outside ,hiking all around ,lake for all kind of activities .Jim was a great host filled us in on activities in the area and was a message away for any help u may need .I will be back ."
United States
David S.
The price is NZ$863
includes taxes & fees
29 June - 30 June
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Spacious 5-bedroom apartment

Spacious 5-bedroom apartment
Union HIll
The price is NZ$1,206
includes taxes & fees
10 July - 11 July
Spacious 5-bedroom apartment

Heart of Shrewsbury St – 2BR Stay

Heart of Shrewsbury St – 2BR Stay
Shrewsbury Street
8.0 out of 10, Very good, (1 review)
"We did not receive information on how to enter the property until we arrived and called the owner. There was a lot of poison ivy growing in our parking area."
United States
Sharon
The price is NZ$557
includes taxes & fees
30 June - 1 July
Heart of Shrewsbury St – 2BR Stay

Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (1 review)
"Wonderful stay in the cottage. Great location, and prompt and friendly communication from the owner. Beautifully kept vintage home - such a gem!"
United States
K C.
The price is NZ$330
includes taxes & fees
25 June - 26 June
Cottage by the Castle – Downtown Spencer

Mid-Century Comfort & Style

Mid-Century Comfort & Style
Fitchburg
9.6 out of 10, Exceptional, (12 reviews)
"What a great place! Very clean, and comfortable. Several very good local restaurants within walking distance. Can’t say enough good things to say. Next time we are in the area, this will be our first pick for a place to stay."
United States
Robert
The price is NZ$583
includes taxes & fees
30 June - 1 July
Mid-Century Comfort & Style

Spacious 4-bedroom with four and half bathrooms

Spacious 4-bedroom with four and half bathrooms
Worcester
10.0 out of 10, Exceptional, (12 reviews)
"10/10 great place to stay"
United States
Tyler B.
The price is NZ$893
includes taxes & fees
25 June - 26 June
Spacious 4-bedroom with four and half bathrooms

Charming Groton Farmhouse Apartment

Charming Groton Farmhouse Apartment
Groton
8.0 out of 10, Very good, (1 review)
"The great things - space is beautifully decorated and super clean. Jamie set up a pack and play and toys for our daughter as well as Christmas treats. It was so thoughtful. East to find and easy parking. The downside is the noise from the main house - there doesn’t seem to be any noise dampening between the living spaces. You can hear full conversations "
United States
Brita E.
The price is NZ$821
includes taxes & fees
29 June - 30 June
Charming Groton Farmhouse Apartment

4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
The price is NZ$824
includes taxes & fees
25 June - 26 June
4-bedroom house in nice Holden with WiFi, AC

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

Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower
Westminster
10.0 out of 10, Exceptional, (37 reviews)
"We had a wonderful stay at this lake-front cottage looking up at the nearby ski resort. The cottage was cozy and quiet in a great location. The check-in process was easy, and the owner was very accessible. Terrific rental!"
United States
Lane D.
The price is NZ$1,926
includes taxes & fees
17 July - 18 July
Lakefront; view of ski mountain, firepit, dock, kayaks, laundry, outdoor shower

Beautiful Worcester Downtown King Bd/Office World Cup Boston

Beautiful Worcester Downtown King Bd/Office World Cup Boston
Worcester
10.0 out of 10, Exceptional, (1 review)
"I had an amazing stay here and would absolutely recommend this place to anyone visiting Boston or Worcester, Massachusetts. The house was truly 100% excellent. Everything was incredibly clean, spacious, and well organized. I loved the kitchen, my room, and the bathroom, everything was spotless and very comfortable. Honestly, the entire home was sparkling clean and very welcoming.I also slept extremely well during my stay. The bed, pillows, and bedding were so comfortable, which made the...
United States
Masard T.
The price is NZ$733
includes taxes & fees
22 July - 23 July
Beautiful Worcester Downtown King Bd/Office World Cup Boston

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

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Westminster
9.6 out of 10, Exceptional, (37 reviews)
"Cutest home! My family loved it! "
United States
Shanna D.
The price is NZ$1,084
includes taxes & fees
5 July - 6 July
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Elegant West Side 3BR unit w/ King Suite

Elegant West Side 3BR unit w/ King Suite
Worcester
10.0 out of 10, Exceptional, (1 review)
"Well maintained property in nice neighborhood and convenient to many attractions. Host super responsive. Would definitely stay here again!"
United States
Scott C.
Elegant West Side 3BR unit w/ King Suite
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.
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Top Princeton Hotel Reviews

Find out more about Princeton

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Princeton holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Princeton. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Princeton. Seeing all the best attractions is bound to make you fall in love with Princeton. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Princeton short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find a holiday rental in Princeton?

Yes, there are holiday rentals in Princeton close to Wachusett Meadow Wildlife Sanctuary, or you can select a more secluded option if you're looking for a relaxing stay. Princeton is known for its ski areas and mountain views. Make sure you have time to check out the riverfront while you're in the area.

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

Spacious 4-bedroom with four and half bathrooms: This holiday home rental outside of Princeton is equipped with a garden, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

What’s there to see and do in Princeton?

Wachusett Meadow Wildlife Sanctuary and Redemption Rock are a couple of lovely local spots to get outside and enjoy nature. While here, Wachusett Mountain Ski Area and Wachusett Mountain State Reservation are other places worth a visit.

What’s a holiday rental in Princeton like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Princeton. Holiday rentals feature extras such as patios, hot tubs and fire pits so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great option for family trips or small group gatherings.