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Pittston Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Pittston vacation rentals

A modern living room with a flat-screen TV, a yellow armchair, a beige sofa, and a coffee table.

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.
$196 nightly
The price is $213
Sep 1 - Sep 2
Total with taxes and fees
Two bedroom Mid Century Modern apartment in Downtown Hallowell
A tent with a bed, two chairs, and a table.

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
$140 nightly
The price is $153
Sep 1 - Sep 2
Total with taxes and fees
Get in touch with nature.
A bathroom with a white sink, wooden paneling, a mirror with a bead trim, and a view of a house through a window.

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.
$164 nightly
The price is $179
Sep 7 - Sep 8
Total with taxes and fees
River View Retreat, Hot Tub, Balcony, Kayaks & Bikes
A living room with a fireplace, a glass of white wine, a cutting board with cheese, and a remote control.

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.
$192 nightly
The price is $209
Sep 16 - Sep 17
Total with taxes and fees
High End Apartment in Downtown Hallowell
A wooden deck with picnic tables overlooking a calm lake, surrounded by dense greenery.

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.
$502 nightly
The price is $547
Sep 5 - Sep 6
Total with taxes and fees
Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!
A two-story house with a front porch, a small tree, and a brick pathway.

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.
$257 nightly
The price is $280
Sep 1 - Sep 2
Total with taxes and fees
Perfectly Located 1 Bedroom, newly remodeled
A covered porch with wicker furniture, a white door, and a welcome mat.

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.
$174 nightly
The price is $190
Sep 7 - Sep 8
Total with taxes and fees
Cozy cottage in the Winthrop Lakes Area
A wooden interior with a radial wooden ceiling design and a central skylight.

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.
$238 nightly
The price is $259
Sep 3 - Sep 4
Total with taxes and fees
Island Tree House Glamping
A wooden pathway leading to a body of water, surrounded by dense greenery.

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.
$166 nightly
The price is $181
Sep 9 - Sep 10
Total with taxes and fees
Glamping Lakefront Island Retreat w/ Kayak & Pet-Friendly
A floating house with a glass door, a deck, and a table and chairs.

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.
$203 nightly
The price is $221
Sep 16 - Sep 17
Total with taxes and fees
Floating Island Cabin
A wooden cabin with a porch, a rocking chair, and a table with a lantern.

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.
$352 nightly
The price is $384
Sep 3 - Sep 4
Total with taxes and fees
Naughty Dog Private Island Log Cabin
A kitchen with a large island, two bar stools, wooden cabinets, a red refrigerator, and a view of the outdoors through large windows.

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
$241 nightly
The price is $254
Sep 1 - Sep 2
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 5
A cozy cabin interior with a wooden ceiling, a sofa, two chairs, a TV, and a fireplace.

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
$298 nightly
The price is $324
Sep 16 - Sep 17
Total with taxes and fees
Private Dock on Messalonskee Lake: Cozy Cottage!
A spacious room with a wooden floor, a striped rug, a black chair, and a dining table.

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.
$278 nightly
The price is $303
Sep 8 - Sep 9
Total with taxes and fees
Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters
A cabin interior with a wooden interior, a kitchen area with a sink and cabinets, a television mounted above the counter, and a large window providing a view of the outdoors.

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.
$220 nightly
The price is $240
Sep 1 - Sep 2
Total with taxes and fees
Charming 1-bedroom apartment in Monmouth with AC, WiFi. Several lakes nearby.
A wooden cabin interior with a loft bedroom, a kitchen area, and a dining space.

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.
$243 nightly
The price is $256
Sep 7 - Sep 8
Total with taxes and fees
Cheerful Cottage with Loft 9
A small cabin with a wooden deck, surrounded by trees in a wooded area.

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.
$279 nightly
The price is $296
Sep 1 - Sep 2
Total with taxes and fees
Spacious 1 Bedroom Cottage Close to Everything 3
A cozy living room with a wooden ceiling, a white sofa, a coffee table, and a dark armchair.

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.
$268 nightly
The price is $292
Sep 2 - Sep 3
Total with taxes and fees
A Spacious Vacation Cottage in Sheepscot Harbour
A deck with a table and chairs, overlooking a wooded area with trees and a house in the background.

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
$205 nightly
The price is $207
Sep 28 - Sep 29
Total with taxes and fees
Happy Cottage Near Everything 11
Two Adirondack chairs facing a body of water with a bridge in the background.

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.
$277 nightly
The price is $302
Sep 6 - Sep 7
Total with taxes and fees
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

Senator Inn & Spa

Senator Inn & Spa

8/10 Good
"The room was clean and comfortable. The pool and sauna were wonderful additions to the experience, and the restaurant was good. It was easy to get to from the highway."
Jacqueline 1-night trip
Posted 7 hours ago
Senator Inn & Spa

Find out more about Pittston

Everything you need to know about Pittston vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Pittston vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 Pittston vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Pittston vacation rentals: An excellent choice for every season

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

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $153 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Pittston rentals

At Expedia, we put the best Pittston vacation 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 Pittston 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 Pittston vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pittston. 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

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.