Holiday Homes in Portland
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Our top choices for Portland holiday homes
1. Family Stays: Middletown, CT
Family Stays: Middletown, CTMiddletown
10.0 out of 10, Exceptional, (34 reviews)
"Gilbert is an amazing host! I highly recommend staying here if you are visiting Middletown."
Audrey F.
The price is AU$367
includes taxes & fees
16 Nov - 17 Nov
2. #29 - Modern 5 Bedroom/2 Bath
#29 - Modern 5 Bedroom/2 BathMiddletown
9.0 out of 10, Wonderful, (7 reviews)
"Great place! "
Gail R.
The price is AU$682
includes taxes & fees
23 Nov - 24 Nov
3. Welcoming 1500 square foot 3-bedroom house completely remodeled in Southington
Welcoming 1500 square foot 3-bedroom house completely remodeled in SouthingtonSouthington
10.0 out of 10, Exceptional, (3 reviews)
"We had a great, relaxing Thanksgiving holiday at this spacious Southington, CT home. It was the perfect spot to visit one of my daughters and be able to have my mother-in-law stay with us so we could cook and host Thanksgiving dinner. The house was well-stocked and supplied with everything we needed, and then some; which allowed us to have a stress-free holiday as if we were in our own home. We highly recommend this home and will keep it in mind for future extended stays in the area."
Cindy M.
The price is AU$673
includes taxes & fees
22 Nov - 23 Nov
4. Newly Remodeled 1-BR Close to Everything yet Very Private
Newly Remodeled 1-BR Close to Everything yet Very PrivateWallingford
10.0 out of 10, Exceptional, (11 reviews)
"We really liked this property! Modernized apartment in an older home. Clean, comfortable, and close to family in the area. Karl was great to work with. We will stay here again next time we visit family!"
Alan
The price is AU$430
includes taxes & fees
9 Dec - 10 Dec
5. Once the old Schools house now a newly furnished Apartment
Once the old Schools house now a newly furnished ApartmentWallingford Center
9.0 out of 10, Wonderful, (16 reviews)
"Excellent option for a short stay near the heart of it all in Wallingford."
Jeanette W.
The price is AU$432
includes taxes & fees
16 Nov - 17 Nov
6. New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.
New modern, luxurious home on 2.5 acres. 10 min to Powder Ridge & Middletown.Durham
10.0 out of 10, Exceptional, (35 reviews)
"This was an amazing home that exceeded our expectations- it was clean, comfortable, and in such a beautiful setting! A great place for our family to stay together during a college graduation trip! We would certainly come back again!"
Iris F.
The price is AU$1,656
includes taxes & fees
13 Nov - 14 Nov
7. Entire guest suite in South Windsor, Connecticut
Entire guest suite in South Windsor, ConnecticutSouth Windsor
10.0 out of 10, Exceptional, (13 reviews)
"Good location"
Arthur
The price is AU$164
includes taxes & fees
17 Nov - 18 Nov
8. The Cottage by the Woods -private getaway to relax
The Cottage by the Woods -private getaway to relaxMeriden
The price is AU$950
includes taxes & fees
13 Nov - 14 Nov
9. #22- 4 Br 2 Ba house-Central CT
#22- 4 Br 2 Ba house-Central CTNew Britain
9.0 out of 10, Wonderful, (2 reviews)
"Host was great and responsive and the property was perfect for what we needed."
Hilda C.
The price is AU$641
includes taxes & fees
15 Nov - 16 Nov
10. Modern & Cozy Cape | 4 Bedroom House | Central Location
Modern & Cozy Cape | 4 Bedroom House | Central LocationManchester Center
10.0 out of 10, Exceptional, (11 reviews)
"Great place"
John S.
The price is AU$426
includes taxes & fees
15 Nov - 16 Nov
11. The Game House Arcade | West Hartford
The Game House Arcade | West HartfordWest Hartford
10.0 out of 10, Exceptional, (2 reviews)
"Great location and well equipped. We will be back"
Mike W.
The price is AU$582
includes taxes & fees
16 Nov - 17 Nov
12. Sun Filled Lake House Living
Sun Filled Lake House LivingAvon
6.6 out of 10, (4 reviews)
"Enjoyed my stayConvenient location for restaurants, shopping etcHome was clean and neat and in a nice quiet neighborhood Good value"
Joseph C.
The price is AU$365
includes taxes & fees
16 Nov - 17 Nov
13. Cozy basement apartment with private bathroom, kitchen and entrance.
Cozy basement apartment with private bathroom, kitchen and entrance.Marlborough
The price is AU$672
includes taxes & fees
15 Nov - 16 Nov
14. Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to HartfordManchester
9.2 out of 10, Wonderful, (31 reviews)
"Was a great stay"
John S.
The price is AU$479
includes taxes & fees
16 Nov - 17 Nov
15. Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford
Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to HartfordManchester
9.2 out of 10, Wonderful, (5 reviews)
"House was great for our family stay!"
Kim A.
The price is AU$471
includes taxes & fees
22 Nov - 23 Nov
16. Charming New England Home in West Hartford Center
Charming New England Home in West Hartford CenterWest Hartford
10.0 out of 10, Exceptional, (32 reviews)
"Great location. Beautiful, comfortable home."
karen
The price is AU$654
includes taxes & fees
16 Nov - 17 Nov
17. Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Gardner Lake 2 Queen/1King/2 Bath/Laundry- PrivateSalem
9.8 out of 10, Exceptional, (12 reviews)
"Place is nice would stay again "
nic
The price is AU$573
includes taxes & fees
17 Nov - 18 Nov
18. #30 - Spacious & Cozy!
#30 - Spacious & Cozy!Southington
7.4 out of 10, Good, (6 reviews)
"the house was great for our needs - it was nicely furnished fully stocked with the essentials in the kitchen. the host checked in when it was especially cold to ensure the heat and water were working correctly. the living room was very comfortable with leather reclining chairs and a gas fireplace that heated the room very well. We enjoyed how easy our stay was and recommend this location "
Kaity B.
19. Prime West Hartford Center Location | Historic Gem
Prime West Hartford Center Location | Historic GemWest Hartford
10.0 out of 10, Exceptional, (37 reviews)
"We loved being so close to downtown West Hartford. The house had everything we needed for a fun graduation weekend."
Trish
The price is AU$879
includes taxes & fees
16 Nov - 17 Nov
20. Windsor Retreat | Near Hartford & UConn College
Windsor Retreat | Near Hartford & UConn CollegeWindsor
9.4 out of 10, Exceptional, (13 reviews)
"The place is easy to locate. It is as beautiful as the photo. Clean and spacious.I definitely would stay there again."
Delores N.
The price is AU$1,021
includes taxes & fees
16 Nov - 17 Nov
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 Portland Hotel Reviews
Best Western Plus New England Inn & Suites
10/10 Excellent
Find out more about Portland
Portland Holiday Homes information
Number of reviews | 260 |
|---|---|
Accommodation | 209 Holiday Homes |
Lowest Price | AU$164 |
Highest Price | AU$1,656 |
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