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Pittston Holiday Rentals

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Our top choices for Pittston holiday 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, (94 reviews)
"Cute place, quiet neighborhood close to downtown."
United States
Melissa F.
The price is NZ$419
includes taxes & fees
1 Nov - 2 Nov
Two bedroom Mid Century Modern apartment in Downtown Hallowell

2. 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, (22 reviews)
"This was the ideal Maine spot."
United States
Lisa W.
The price is NZ$746
includes taxes & fees
20 Oct - 21 Oct
Maine river escape: free kayaks, paddle boards, tennis, cute rabbits and fun!

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 NZ$311
includes taxes & fees
19 Oct - 20 Oct
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, (113 reviews)
"Bigger than I expected and one of the homier properties I have been to in a while. Great location to walk around town and minutes to Augusta. Will book again"
United States
Shawn
The price is NZ$378
includes taxes & fees
2 Nov - 3 Nov
High End Apartment in Downtown Hallowell

5. Perfectly Located 1 Bedroom, newly remodeled

Perfectly Located 1 Bedroom, newly remodeled
Augusta
10.0 out of 10, Exceptional, (6 reviews)
"The area is so convenient for any business you have in the Augusta area- right off the main thoroughfare yet far enough away to be private. Check in was as simple as getting the lock code from vrbo check in emails. The apartment is even more lovely than the pictures- almost too clean and comfortable to be real! Bedtime was silent so I got a great night sleep. I only wish we would have had more time to enjoy :) Highly recommend!! "
United States
w c.
The price is NZ$491
includes taxes & fees
20 Oct - 21 Oct
Perfectly Located 1 Bedroom, newly remodeled

6. Get in touch with nature.

Get in touch with nature.
Richmond
10.0 out of 10, Exceptional, (52 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 NZ$308
includes taxes & fees
18 Oct - 19 Oct
Get in touch with nature.

7. 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 NZ$546
includes taxes & fees
19 Oct - 20 Oct
Jill's Place, new construction, lake access Cobbosee, 1 mile from Cabin Masters

8. Camp Lintonia on Tacoma Lakes

Camp Lintonia on Tacoma Lakes
Litchfield
10.0 out of 10, Exceptional, (17 reviews)
"Loved it"
United States
Sandra R.
Camp Lintonia on Tacoma Lakes

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 NZ$319
includes taxes & fees
16 Oct - 17 Oct
Glamping Lakefront Island Retreat w/ Kayak & Pet-Friendly

10. Cozy cottage in the Winthrop Lakes Area

Cozy cottage in the Winthrop Lakes Area
Winthrop
9.8 out of 10, Exceptional, (9 reviews)
"The property was lovely, and the host was wonderful!"
United States
Treseanne A.
The price is NZ$328
includes taxes & fees
1 Nov - 2 Nov
Cozy cottage in the Winthrop Lakes Area

11. July 7 to 14 Available: Big Porches w/ Scenic Views, Kayaks & Room to Gather

July 7 to 14 Available: Big Porches w/ Scenic Views, Kayaks & Room to Gather
Winthrop
9.6 out of 10, Exceptional, (5 reviews)
"Nice place to stay"
United States
Michael Y.
The price is NZ$1,566
includes taxes & fees
26 Oct - 27 Oct
July 7 to 14 Available: Big Porches w/ Scenic Views, Kayaks & Room to Gather

12. Island Tree House Glamping

Island Tree House Glamping
Monmouth
10.0 out of 10, Exceptional, (11 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 NZ$389
includes taxes & fees
28 Oct - 29 Oct
Island Tree House Glamping

13. 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 NZ$676
includes taxes & fees
1 Nov - 2 Nov
Naughty Dog Private Island Log Cabin

14. “Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage
Nobleboro
9.8 out of 10, Exceptional, (50 reviews)
"We loved everything about this place! It’s beautifully decorated and feels like a home away from away. The host was wonderful and made it easy to communicate with her. The view from the deck is so pretty! I loved having a cup of tea out there and looking at the water. It was a perfect spot! We are so grateful!"
United States
Rhiannon A.
The price is NZ$691
includes taxes & fees
16 Oct - 17 Oct
“Otter Getaway” Cozy Damariscotta Lake Year Round Cottage

15. Renovated Year-Round Lake Retreat on Annabessacook Lake

Renovated Year-Round Lake Retreat on Annabessacook Lake
Monmouth
The price is NZ$595
includes taxes & fees
19 Oct - 20 Oct
Renovated Year-Round Lake Retreat on Annabessacook Lake

16. Tiny Cottage Near Everything 10

Tiny Cottage Near Everything 10
Edgecomb
9.0 out of 10, Wonderful, (6 reviews)
"Great location awesome place to take it easy for a few"
United States
Gene
The price is NZ$370
includes taxes & fees
20 Oct - 21 Oct
Tiny Cottage Near Everything 10

17. 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, (90 reviews)
"Lovely cottage with a great view."
United States
Ann M.
The price is NZ$530
includes taxes & fees
26 Oct - 27 Oct
Spectacular Waterfront Cottage: Charming Getaway on The Sheepscot River

18. 3 Bedroom Happy Cottage 15

3 Bedroom Happy Cottage 15
Edgecomb
10.0 out of 10, Exceptional, (14 reviews)
"Great property with central location in mid coast Maine. Beautifully decorated with very comfortable beds! Jeff was great with communication throughout to ensure we had everything we needed! Would stay again! "
United States
Decourcey D.
The price is NZ$905
includes taxes & fees
20 Oct - 21 Oct
3 Bedroom Happy Cottage 15

19. Spacious 1 Bedroom Close to Everything 4

Spacious 1 Bedroom Close to Everything 4
Edgecomb
9.8 out of 10, Exceptional, (25 reviews)
"This was a lovely little cabin. Everything was as described and my husband and I really enjoyed our stay."
Canada
Christine M.
The price is NZ$448
includes taxes & fees
10 Nov - 11 Nov
Spacious 1 Bedroom Close to Everything 4

20. New Lakefront Escape on Red Cedar Lane. Private Dock, Sunset Views & Family Fun

New Lakefront Escape on Red Cedar Lane. Private Dock, Sunset Views & Family Fun
Sidney
New Lakefront Escape on Red Cedar Lane. Private Dock, Sunset Views & Family Fun
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 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 Pittston 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 Pittston. 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 Pittston. 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 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 Pittston short-term rentals, that won’t be hard to do.

Frequently asked questions

Are there holiday rentals in Pittston?

Yes, there are holiday rentals close to the most popular sights in Pittston, 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 Pittston has to offer?

Perfect stopover, getaway, base to explore the area, or to simply stay in town. : This holiday home rental outside of Pittston offers a selection of books and WiFi to help you feel comfortable in your new surroundings. Kitchen amenities include an electric kettle to make your meal-planning easier.

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. War of 1861 Memorial and Capitol Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Pittston?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Pittston. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about a sanitised environment, holiday rentals can provide a sense of security away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular choice for small groups.