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Our top choices for Phillipston holiday rentals

1. Two Bedroom Guesthouse near many attractions pet friendly with private deck

Two Bedroom Guesthouse near many attractions pet friendly with private deck
Gardner
10.0 out of 10, Exceptional, (3 reviews)
"Cute little guesthouse. Super clean and lovely decorated."
United States
Kristin R.
The price is £234
includes taxes & fees
7 Dec - 8 Dec
Two Bedroom Guesthouse near many attractions pet friendly with private deck

2. Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn
Westminster
10.0 out of 10, Exceptional, (40 reviews)
"Very pleasant stay. Would definitely stay here again. "
United States
Shreya
The price is £366
includes taxes & fees
17 Nov - 18 Nov
Our pondside cabin - a charming retreat with modern amenities near Wachusett Mtn

3. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
10.0 out of 10, Exceptional, (14 reviews)
"Jim was a great host very friendly and welcoming, the cabin is in the perfect spot on the lake and we were able to see a fireworks show directly on the dock, thank you !"
United States
clifford t.
The price is £208
includes taxes & fees
15 Nov - 16 Nov
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

4. 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, (10 reviews)
"An outstanding property filled with history, beautiful furniture and highly recommended"
United States
Eileen L.
The price is £269
includes taxes & fees
13 Nov - 14 Nov
Enjoy your stay in an antique home in an antique toy museum!

5. Fresh & Modern 4BR - 2 Baths + Parking

Fresh & Modern 4BR - 2 Baths + Parking
Fitchburg
Fresh & Modern 4BR - 2 Baths + Parking

6. Cabin & Sauna on Lake Monomonac near Mt. Monadnock

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
8.0 out of 10, Very good, (5 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 £195
includes taxes & fees
15 Nov - 16 Nov
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

7. Modern 3BR Near FSU • 15 Min to Wachusett

Modern 3BR Near FSU • 15 Min to Wachusett
Fitchburg
10.0 out of 10, Exceptional, (16 reviews)
"House was amazing, great people to work with! "
United States
Keith
The price is £294
includes taxes & fees
15 Nov - 16 Nov
Modern 3BR Near FSU • 15 Min to Wachusett

8. Spacious 2 bedroom sanctuary in the heart of Fitchburg

Spacious 2 bedroom sanctuary in the heart of Fitchburg
Fitchburg
The price is £116
includes taxes & fees
8 Dec - 9 Dec
Spacious 2 bedroom sanctuary in the heart of Fitchburg

9. 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)
"Awesome few days away great place and surroundings. Jim is always there for you ."
United States
David S.
The price is £234
includes taxes & fees
15 Nov - 16 Nov
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

10. The Christmas Cottage, 4BR New England Escape

The Christmas Cottage, 4BR New England Escape
Rutland
The price is £553
includes taxes & fees
23 Nov - 24 Nov
The Christmas Cottage, 4BR New England Escape

11. Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6
Ware
9.6 out of 10, Exceptional, (28 reviews)
"This was a super cozy ,cute place to stay . Host had muffins , juice and milk for us. The property was quiet and very peaceful."
United States
theresa H.
The price is £141
includes taxes & fees
15 Nov - 16 Nov
Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6

12. 2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce

2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce
Rindge
10.0 out of 10, Exceptional, (25 reviews)
"Excellent property, really enjoyed this beautiful home."
United States
Susan G.
The price is £274
includes taxes & fees
17 Nov - 18 Nov
2 Bed 1.5 Bath on Pool Pond Close Franklin Pierce

13. 2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.

2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.
Fitzwilliam
10.0 out of 10, Exceptional, (8 reviews)
"Pondlife was clean, calm, cozy, and peaceful...exactly what we wanted...fall foliage was gorgeous....rail trail hiking adjacent to the property and plenty of mountain hiking nearby. If you want to be immersed in nature's beauty, this is perfect..."
United States
Margaret
The price is £212
includes taxes & fees
13 Nov - 14 Nov
2 Bedroom waterfront home on a peaceful pond, large deck and dock. Enjoy nature.

14. Fitchburg hideaway Home

Fitchburg hideaway Home
Fitchburg
The price is £186
includes taxes & fees
16 Nov - 17 Nov
Fitchburg hideaway Home

15. Cozy & Stylish 2-bedroom Home in Leominster

Cozy & Stylish 2-bedroom Home in Leominster
Leominster
The price is £171
includes taxes & fees
22 Nov - 23 Nov
Cozy & Stylish 2-bedroom Home in Leominster

16. Cottage by the Castle – Downtown Spencer

Cottage by the Castle – Downtown Spencer
Spencer
10.0 out of 10, Exceptional, (9 reviews)
"Nice, clean and well maintained. Would stay here again."
United States
Sarah S.
The price is £189
includes taxes & fees
22 Nov - 23 Nov
Cottage by the Castle – Downtown Spencer

17. 3br Lakefront Oasis in Shutesbury with central air and 180-deg views!

3br Lakefront Oasis in Shutesbury with central air and 180-deg views!
Shutesbury
10.0 out of 10, Exceptional, (2 reviews)
"We had a great time at the house. Perfect for family and young kids. Very clean. View of lake and bald eagles! were amazing. Host was very responsive and provided a lot of extra info on location places to eat, events, etc. Would definitely stay again."
United States
Tara I.
The price is £575
includes taxes & fees
17 Nov - 18 Nov
3br Lakefront Oasis in Shutesbury with central air and 180-deg views!

18. Entire home in Sterling, Massachusetts, United States

Entire home in Sterling, Massachusetts, United States
Sterling
The price is £553
includes taxes & fees
23 Nov - 24 Nov
Entire home in Sterling, Massachusetts, United States

19. 4-bedroom house in nice Holden with WiFi, AC

4-bedroom house in nice Holden with WiFi, AC
Holden
10.0 out of 10, Exceptional, (3 reviews)
"Communication with owner was very responsive and timely. House was clean and as description. Any problems were immediately addressed by owner."
United States
larry d.
The price is £489
includes taxes & fees
22 Nov - 23 Nov
4-bedroom house in nice Holden with WiFi, AC
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 Phillipston Hotel Reviews

Find out more about Phillipston

Everything you need to know about Phillipston holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Phillipston holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Phillipston holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Phillipston holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Phillipston. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Phillipston holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Phillipston holiday rentals we have selected for you start as low as £141 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Phillipston rentals

At Expedia, we put the best Phillipston holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Phillipston rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Phillipston holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Phillipston. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Phillipston?

Yes, there are holiday rentals in Phillipston close to Red Apple Farm, or you can select a more secluded option if you're looking for a relaxing stay.

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

Little House Inn - Private Home - Secluded - Ware - 2 bedroom, sleeps 6: This holiday home rental outside of Phillipston is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Kick off your shoes and enjoy yourself with a garden and a selection of games.

What’s there to see and do in Phillipston?

Family-friendly attractions include Jacobs Hill, whereas Millers River is a spot to enjoy the outdoors. Red Apple Farm and Lake Dennison State Recreation Area are a couple of places you'll find in the wider area.

What’s a holiday rental in Phillipston like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Phillipston. Holiday rentals provide amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from public hotel lifts and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular option for family trips.