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Pittston Vacation Rentals

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Our top choices for Pittston vacation rentals

1. Two bedroom Mid Century Modern apartment in Downtown Hallowell

Two bedroom Mid Century Modern apartment in Downtown Hallowell
Hallowell
10.0 out of 10, Exceptional, (92 reviews)
"House and community was amazing love the vibe of house experience was far and above expectations "
United States
Mike W.
The price is CA $141
CA $294 total
includes taxes & fees
Sep 1 - Sep 2
Two bedroom Mid Century Modern apartment in Downtown Hallowell

2. Get in touch with nature.

Get in touch with nature.
Richmond
10.0 out of 10, Exceptional, (45 reviews)
"Wonderful place very peaceful very friendly Aaron was spectacular couldn't ask for a more wonderful enjoyable spot"
United States
Keith R
The price is CA $125
CA $212 total
includes taxes & fees
Sep 1 - Sep 2
Get in touch with nature.

3. River View Retreat, Hot Tub, Balcony, Kayaks & Bikes

River View Retreat, Hot Tub, Balcony, Kayaks & Bikes
Hallowell
10.0 out of 10, Exceptional, (2 reviews)
"Great place and great host. Right in the water and close to New York and Canada"
United States
Anthony R.
The price is CA $199
CA $247 total
includes taxes & fees
Sep 7 - Sep 8
River View Retreat, Hot Tub, Balcony, Kayaks & Bikes

4. High End Apartment in Downtown Hallowell

High End Apartment in Downtown Hallowell
Hallowell
10.0 out of 10, Exceptional, (109 reviews)
"Lovely stay in Hallowell."
United States
Lori D.
The price is CA $149
CA $276 total
includes taxes & fees
Sep 13 - Sep 14
High End Apartment in Downtown Hallowell

5. Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!

Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!
West Gardiner
9.8 out of 10, Exceptional, (21 reviews)
"The place was spacious and plenty of room for our family to stay in. Pet friendly was very important to us. The beds were extremely comfortable!The coffee maker with the freshly gound beans every morning was a delight! The place is on a nice country road with beautiful views. Area restaurants and a bike/walking path only a couple miles away."
United States
heather w.
The price is CA $389
CA $755 total
includes taxes & fees
Sep 5 - Sep 6
Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!

6. Perfectly Located 1 Bedroom, newly remodeled

Perfectly Located 1 Bedroom, newly remodeled
Augusta
10.0 out of 10, Exceptional, (4 reviews)
"I’ve stayed in many rental properties and this one is by far the cleanest and nicest. Everything was exactly as described and there was even a second ac unit in the bedroom. It’s on a nice quiet street and convenient to many things. You truly can’t go wrong choosing to stay here."
United States
Lisa G.
The price is CA $222
CA $386 total
includes taxes & fees
Sep 1 - Sep 2
Perfectly Located 1 Bedroom, newly remodeled

7. Cozy cottage in the Winthrop Lakes Area

Cozy cottage in the Winthrop Lakes Area
Winthrop
9.8 out of 10, Exceptional, (7 reviews)
"The property was lovely, and the host was wonderful!"
United States
Treseanne A.
The price is CA $149
CA $261 total
includes taxes & fees
Sep 7 - Sep 8
Cozy cottage in the Winthrop Lakes Area

8. Island Tree House Glamping

Island Tree House Glamping
Monmouth
9.8 out of 10, Exceptional, (10 reviews)
"Sunset/rise were so perfect, and we got a special appearance of a double rainbow during our stay!"
United States
Desiree L.
The price is CA $65
CA $371 total
includes taxes & fees
Sep 3 - Sep 4
Island Tree House Glamping

9. Glamping Lakefront Island Retreat w/ Kayak & Pet-Friendly

Glamping Lakefront Island Retreat w/ Kayak & Pet-Friendly
Monmouth
10.0 out of 10, Exceptional, (4 reviews)
"The island is great from the walking trails, amenities and great fishing. "
United States
Jeremy F.
The price is CA $50
CA $241 total
includes taxes & fees
Sep 3 - Sep 4
Glamping Lakefront Island Retreat w/ Kayak & Pet-Friendly

10. Floating Island Cabin

Floating Island Cabin
Monmouth
10.0 out of 10, Exceptional, (9 reviews)
"What an absolute pleasure it was staying in the floating home on the island. It was everything we wanted it to be. We will make this an annual trip. "
United States
Carissa P.
The price is CA $102
CA $302 total
includes taxes & fees
Sep 16 - Sep 17
Floating Island Cabin

11. Naughty Dog Private Island Log Cabin

Naughty Dog Private Island Log Cabin
Monmouth
10.0 out of 10, Exceptional, (13 reviews)
"Honestly, this property and the whole experience exceeded all my expectations (which were already pretty high). Kent and the team were so accommodating, making sure that we had everything that we needed and were available at any time. They made special plans to accommodate some friends for a day visit and were so kind and helpful. The property itself was so perfect for what we wanted and the dog so enjoyed the freedom that only a private island can bring! Thanks, Kent, for a very memorable stay....
United States
Peter O.
The price is CA $161
CA $529 total
includes taxes & fees
Sep 3 - Sep 4
Naughty Dog Private Island Log Cabin

12. Spacious 1 Bedroom Cottage Close to Everything 5

Spacious 1 Bedroom Cottage Close to Everything 5
Edgecomb
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful, clean, small cottage close to the coast, shopping and dining."
United States
Theresa
The price is CA $164
CA $355 total
includes taxes & fees
Sep 1 - Sep 2
Spacious 1 Bedroom Cottage Close to Everything 5

13. Private Dock on Messalonskee Lake: Cozy Cottage!

Private Dock on Messalonskee Lake: Cozy Cottage!
3.0 star property
Augusta
10.0 out of 10, Exceptional, (1 review)
"Great little lake cabin. Had everything we needed. Clean, comfortable, quite. Beautiful area and views. We had a wonderful stay and would stay again."
United States
John
The price is CA $159
CA $451 total
includes taxes & fees
Sep 16 - Sep 17
Private Dock on Messalonskee Lake: Cozy Cottage!

14. Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters

Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters
Winthrop
9.0 out of 10, Wonderful, (4 reviews)
"Very nice property, great location, nice decor, pet friendly, and good kitchen area."
United States
Laura M.
The price is CA $242
CA $427 total
includes taxes & fees
Sep 13 - Sep 14
Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters

15. Charming 1-bedroom apartment in Monmouth with AC, WiFi. Several lakes nearby.

Charming 1-bedroom apartment in Monmouth with AC, WiFi. Several lakes nearby.
Monmouth
9.6 out of 10, Exceptional, (4 reviews)
"Really enjoyed my stay at this apartment. Quiet with all the comforts of home. Will definitely stay again next time I'm in town."
United States
bill w.
The price is CA $197
CA $327 total
includes taxes & fees
Sep 1 - Sep 2
Charming 1-bedroom apartment in Monmouth with AC, WiFi. Several lakes nearby.

16. Cheerful Cottage with Loft 9

Cheerful Cottage with Loft 9
Edgecomb
10.0 out of 10, Exceptional, (5 reviews)
"Immaculate, very cute - “tiny cottage”We loved it!"
United States
Daniel B.
The price is CA $165
CA $356 total
includes taxes & fees
Sep 7 - Sep 8
Cheerful Cottage with Loft 9

17. Spacious 1 Bedroom Cottage Close to Everything 3

Spacious 1 Bedroom Cottage Close to Everything 3
Edgecomb
9.6 out of 10, Exceptional, (18 reviews)
"Great central location"
United States
Bruce O.
The price is CA $210
CA $411 total
includes taxes & fees
Sep 1 - Sep 2
Spacious 1 Bedroom Cottage Close to Everything 3

18. A Spacious Vacation Cottage in Sheepscot Harbour

A Spacious Vacation Cottage in Sheepscot Harbour
Edgecomb
10.0 out of 10, Exceptional, (68 reviews)
"Great place and great restaurants."
United States
Julie D.
The price is CA $186
CA $403 total
includes taxes & fees
Sep 2 - Sep 3
A Spacious Vacation Cottage in Sheepscot Harbour

19. Happy Cottage Near Everything 11

Happy Cottage Near Everything 11
Edgecomb
6.8 out of 10, (3 reviews)
"Great quit little place, great accommodations with even better help and information about the local area."
United States
George
The price is CA $117
CA $282 total
includes taxes & fees
Sep 28 - Sep 29
Happy Cottage Near Everything 11

20. Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
Edgecomb
9.8 out of 10, Exceptional, (86 reviews)
"Lovely cottage with a great view."
United States
Ann M.
The price is CA $199
CA $418 total
includes taxes & fees
Sep 6 - Sep 7
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River
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 Pittston Hotel Reviews

Find out more about Pittston

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Pittston. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there vacation rentals in Pittston?

Yes, there are vacation rentals near top sights in Pittston, or you can go with a more secluded option if you want a relaxing place to stay.

What's the top vacation rental in Pittston?

Captain's 2BR. Authenticity. Value, Near everything. Yard. Treehouse. No fees. : This vacation home rental outside of Pittston offers a patio, a garden, and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and a coffee maker.

What can I see and do in Pittston?

Kennebec River and Cobbossee Stream are a couple of lovely local spots to get outside and enjoy nature. Old Fort Western and University of Maine at Augusta are a couple of places you'll find in the larger area.

What are vacation rentals like in Pittston?

Vacation rentals are private accommodations you can book for a few days or a quick weekend in Pittston. Vacation rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from shared hotel elevators and busy reception areas while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family gatherings.