Estia Villas - Vacation Rentals in Portland
House
9.4
(
30 Reviews
)
3 Bedrooms
1 Bathroom
4 Guests
-
Oceanfront -
Fireplace/Heating -
Ocean View -
Balcony/Terrace
US $165
/Night
7 Nights - $1,156
Apartment
10.0
(
11 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
-
Balcony/Terrace
-
View -
Pet Friendly -
Parking
US $511
/Night
7 Nights - $3,574
10.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Oceanfront
-
Fireplace/Heating
-
Pool -
Ocean View
US $904
/Night
7 Nights - $6,329
Cottage
9.4
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1399 ft²
-
Fireplace/Heating
-
Kitchen -
Parking
-
Internet
US $1,103
/Night
7 Nights - $7,722
Cottage
9.6
(
18 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $101
/Night
7 Nights - $704
House
9.0
(
17 Reviews
)
4 Bedrooms
2 Bathrooms
7 Guests
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $173
/Night
7 Nights - $1,210
Cottage
10.0
(
2 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
-
Hot Tub -
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
US $182
/Night
7 Nights - $1,274
Cottage
2 Bedrooms
1 Bathroom
4 Guests
1130 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $186
/Night
7 Nights - $1,305
See More Portland Vacation Rentals
Luxury Places to Stay in Portland
Over 222+
Luxury Places to Stay in or Near Portland
Other
10.0
(
1 Review
)
9 Bedrooms
9 Bathrooms
20 Guests
-
Private Pool -
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $4,715
/Night
7 Nights - $33,004
US $1,795
/Night
7 Nights - $12,562
1 Bedroom
1 Bathroom
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $1,646
/Night
7 Nights - $11,524
8.0
(
1 Review
)
1 Bedroom
1 Bathroom
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
View
US $1,377
/Night
7 Nights - $9,636
House
10.0
(
3 Reviews
)
4 Bedrooms
4 Bathrooms
7 Guests
1561 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Internet
US $1,329
/Night
7 Nights - $9,302
See More Portland Luxury Vacation Rentals
Find More Portland Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Portland
Over 13+
Top-Rated Vacation Rentals with a Pool in or Near Portland
10.0
(
9 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1130.21 ft²
-
Pool
-
View
-
Parking
-
Internet
US $112
/Night
7 Nights - $785
Cottage
10.0
(
2 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1130 ft²
-
Hot Tub
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $729
/Night
7 Nights - $5,102
Cottage
10.0
(
1 Review
)
3 Bedrooms
2 Bathrooms
4 Guests
1130 ft²
-
Fireplace/Heating
-
Pool
-
Kitchen
-
Internet
US $786
/Night
7 Nights - $5,504
Cottage
10.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
1130 ft²
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
-
Kitchen
US $729
/Night
7 Nights - $5,102
9.5
(
2 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
1130.21 ft²
-
Pool
-
View
-
Parking
-
Internet
US $104
/Night
7 Nights - $727
9.2
(
11 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
107.64 ft²
-
Private Pool
-
Fireplace/Heating
-
Pool
-
Balcony/Terrace
US $218
/Night
7 Nights - $1,524
Cottage
9.0
(
2 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1130 ft²
-
Fireplace/Heating
-
Pool
-
Kitchen
-
Parking
US $363
/Night
7 Nights - $2,541
8.6
(
7 Reviews
)
2 Bedrooms
2 Bathrooms
4 Guests
1130.21 ft²
-
Private Pool
-
Pool
-
View
-
Parking
US $251
/Night
7 Nights - $1,759
Pet-Friendly Vacation Rentals in Portland
Over 94+
Pet-Friendly Vacation Rentals in or Near Portland
Cottage
9.0
(
8 Reviews
)
3 Bedrooms
1 Bathroom
5 Guests
-
Fireplace/Heating
-
Pet Friendly
-
Kitchen
-
Parking
US $142
/Night
7 Nights - $994
House
10.0
(
4 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Balcony/Terrace
-
Pet Friendly
-
Parking
-
Internet
US $97
/Night
7 Nights - $681
US $957
/Night
7 Nights - $6,701
Cottage
10.0
(
3 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
1001 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
View
US $243
/Night
7 Nights - $1,699
House
10.0
(
3 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $225
/Night
7 Nights - $1,576
Apartment
9.6
(
14 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
View
US $134
/Night
7 Nights - $939
House
9.0
(
2 Reviews
)
4 Bedrooms
1 Bathroom
6 Guests
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $417
/Night
7 Nights - $2,920
Cottage
8.6
(
4 Reviews
)
3 Bedrooms
1 Bathroom
8 Guests
1399 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $84
/Night
7 Nights - $589
See More Pet-Friendly Vacation Rentals in Portland on PetFriendly.io
Large Vacation Homes & Villas in Portland
Over 5+
Large Vacation Homes & Villas in or Near Portland
House
6 Bedrooms
2 Bathrooms
12 Guests
1883 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $405
/Night
7 Nights - $2,835
Hostel
8.0
(
52 Reviews
)
11 Bedrooms
11 Bathrooms
52 Guests
64.58 ft²
-
View
-
Pet Friendly
-
Parking
-
Internet
US $271
/Night
7 Nights - $1,897
9.1
(
608 Reviews
)
19 Bedrooms
17 Bathrooms
38 Guests
661.38 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $135
/Night
7 Nights - $942
See More Family Vacation Rentals in Portland on FVR
Wheelchair Accessible Vacation Homes in Portland
Over 2+
Wheelchair Accessible Vacation Homes in or Near Portland
9.5
(
4 Reviews
)
4 Bedrooms
3 Bathrooms
8 Guests
1184.03 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
View
-
Parking
US $473
/Night
7 Nights - $3,312
8.0
(
626 Reviews
)
1 Bathroom
-
Balcony/Terrace
-
Kitchen
-
Child Friendly -
Wheelchair Accessible
US $149
/Night
7 Nights - $1,045
Portland Vacation Rentals and Airbnb Places to Stay Under $200
Over 73+
Portland Vacation Rentals and Airbnb Places to Stay Under $200
Cottage
9.6
(
4 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $156
/Night
7 Nights - $1,090
Apartment
10.0
(
1 Review
)
1 Bedroom
2 Bathrooms
6 Guests
-
Parking
-
Internet
-
Child Friendly
-
Security/Safety
US $109
/Night
7 Nights - $764
Cottage
9.6
(
19 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Oceanfront
-
Hot Tub
-
Fireplace/Heating
-
Ocean View
US $171
/Night
7 Nights - $1,200
Cottage
10.0
(
26 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $118
/Night
7 Nights - $824
Apartment
9.2
(
10 Reviews
)
3 Bedrooms
1 Bathroom
7 Guests
818 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
View
US $159
/Night
7 Nights - $1,115
New
House
2 Bedrooms
1 Bathroom
4 Guests
431 ft²
-
Fireplace/Heating
-
Pet Friendly
-
Kitchen
-
Internet
US $188
/Night
7 Nights - $1,317
Cottage
2 Bedrooms
1 Bathroom
4 Guests
1130 ft²
-
Hot Tub
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
US $184
/Night
7 Nights - $1,289
See More Portland Vacation Rental Deals
Instantly Bookable Vacation Homes in Portland
Over 71+
Instantly Bookable Vacation Homes in or Near Portland
House
10.0
(
2 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
1668 ft²
-
Oceanfront
-
Fireplace/Heating
-
Ocean View
-
View
US $618
/Night
7 Nights - $4,327
Cottage
2.0
(
1 Review
)
2 Bedrooms
1 Bathroom
4 Guests
1130 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Kitchen
-
Internet
US $869
/Night
7 Nights - $6,083
Cottage
1 Bedroom
1 Bathroom
2 Guests
969 ft²
-
Balcony/Terrace
-
Kitchen
-
Internet
-
Child Friendly
US $673
/Night
7 Nights - $4,710
House
3 Bedrooms
1 Bathroom
6 Guests
1399 ft²
-
Fireplace/Heating
-
Kitchen
-
Parking
-
Internet
US $643
/Night
7 Nights - $4,502
Cottage
1 Bedroom
1 Bathroom
2 Guests
969 ft²
-
Fireplace/Heating
-
Kitchen
-
Parking
-
Internet
US $392
/Night
7 Nights - $2,747
Cottage
3 Bedrooms
2 Bathrooms
6 Guests
1399 ft²
-
Hot Tub
-
Fireplace/Heating
-
Ocean View
-
Balcony/Terrace
US $367
/Night
7 Nights - $2,571
Cottage
2 Bedrooms
1 Bathroom
4 Guests
1130 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $218
/Night
7 Nights - $1,526
New
Cottage
1 Bedroom
1 Bathroom
2 Guests
969 ft²
-
Fireplace/Heating
-
Balcony/Terrace
-
Pet Friendly
-
Kitchen
US $204
/Night
7 Nights - $1,429
See More Portland Short-Term Vacation Rentals
About Portland Vacation Rentals
With more than 231 Portland vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Estiavillas and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at a rental property in Portland.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Portland, you have the flexibility of comparing different options of various deals with a single click. Looking for a rental by owner with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner, and other popular Airbnb-style properties in Portland. Places to stay near Portland are 574.25 ft² on average, with prices averaging US $360 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Portland with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Top Rental Accommodation Types in Portland
| Type | Count |
|---|---|
| Vacation Homes | 106 |
| Cottages | 83 |
| Holiday Apartments | 28 |
| Hotels | 6 |
| B&B | 2 |
| Ski Chalet Rentals | 2 |
| Cabin Rentals | 1 |
| Hostels | 1 |
| Others | 1 |
Use these Quick Filters to Find a Vacation Rental in Portland
★ Pro Tip: Estiavillas makes it easy to compare the best listings on Estiavillas homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Estiavillas homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Portland.
Weather in Portland
View the weather forecast for Portland before booking your Portland Vacation Rentals to confirm your best time to go.
December - February
High 43°F Low 32°F
March - May
High 61°F Low 36°F
June - August
High 63°F Low 48°F
September - November
High 58°F Low 35°F
Top Attractions Around Portland, GB
Estiavillas offers a large selection of top attractions around Portland. Research things to do on your vacation before you visit Portland.
Portland Bill Lighthouse
Portland Bill
Portland Castle
Portland Harbour
Portland Museum
Weymouth and Portland National Sailing Academy
The Olympic Rings Stone Sculpture
Church Ope Cove
Royal Manor Theatre
Verne High Angle Battery
Rufus Castle
Portland Beach
Governor's Community Garden
Durdle Pier
Broadcroft Quarry Nature Reserve
Durdle Door
Weymouth Beach
Corfe Castle
Chesil Beach
Lulworth Cove
Other Places to Stay Near Portland, GB
Portland Harbour
1,144 Properties
Weymouth and Portland National Sailing Academy
1,121 Properties
Portland Beach
1,118 Properties
Portland Castle
997 Properties
Castletown
949 Properties
Royal Manor Theatre
561 Properties
The Olympic Rings Stone Sculpture
341 Properties
Verne High Angle Battery
340 Properties
Broadcroft Quarry Nature Reserve
253 Properties
Portland Museum
251 Properties
Rufus Castle
251 Properties
Southwell
49 Properties
Complexes around Portland, GB
Portland Vacation Rental Frequently Asked Questions
Which vacation homes in Portland are best for families?
If you are looking for a family-friendly vacation home in Portland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Portland:
How many vacation rentals are available in Portland?
Currently, the total number of properties listed in 2026 is over 231 in the Portland area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Portland.
