Estia Villas - Vacation Rentals in Oakland
House
10.0
(
50 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Parking -
Balcony/Terrace -
Kitchen -
Air Conditioner
US $352
/Night
7 Nights - $2,464
House
10.0
(
6 Reviews
)
3 Bedrooms
2 Bathrooms
6 Guests
2002.09 ft²
-
Parking
-
Pool -
Balcony/Terrace
-
View
US $338
/Night
7 Nights - $2,363
Bed & Breakfast
1 Bedroom
1 Bathroom
-
Breakfast -
Parking
-
Ocean View -
Balcony/Terrace
US $319
/Night
7 Nights - $2,234
Apartment
10.0
(
48 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
1100 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $180
/Night
7 Nights - $1,259
House
10.0
(
26 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $563
/Night
7 Nights - $3,942
House
10.0
(
24 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
1200 ft²
-
Breakfast
-
Parking
-
Pool
-
Ocean View
US $283
/Night
7 Nights - $1,984
Cabin
10.0
(
16 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $482
/Night
7 Nights - $3,371
House
10.0
(
14 Reviews
)
3 Bedrooms
3 Bathrooms
6 Guests
2000 ft²
-
Hot Tub -
Pool
-
Ocean View
-
Balcony/Terrace
US $542
/Night
7 Nights - $3,791
See More Oakland Vacation Rentals
Luxury Places to Stay in Oakland
Over 46+
Luxury Places to Stay in or Near Oakland
House
10.0
(
36 Reviews
)
5 Bedrooms
3 Bathrooms
17 Guests
3150 ft²
-
Oceanfront -
Parking
-
Ocean View
-
Balcony/Terrace
US $1,030
/Night
7 Nights - $7,207
House
10.0
(
2 Reviews
)
4 Bedrooms
2 Bathrooms
10 Guests
-
Hot Tub
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $934
/Night
7 Nights - $6,535
House
9.6
(
63 Reviews
)
6 Bedrooms
4 Bathrooms
17 Guests
3500 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $817
/Night
7 Nights - $5,720
Cottage
7.4
(
3 Reviews
)
4 Bedrooms
1 Bathroom
8 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $613
/Night
7 Nights - $4,290
House
10.0
(
8 Reviews
)
4 Bedrooms
2 Bathrooms
8 Guests
2000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $569
/Night
7 Nights - $3,985
House
7.8
(
6 Reviews
)
4 Bedrooms
1 Bathroom
9 Guests
1692 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $460
/Night
7 Nights - $3,223
House
5.0
(
1 Review
)
4 Bedrooms
2 Bathrooms
9 Guests
1689.93 ft²
-
Parking
-
Internet -
Child Friendly -
Sports/Activities
US $444
/Night
7 Nights - $3,108
US $433
/Night
7 Nights - $3,029
See More Oakland Luxury Vacation Rentals
Find More Oakland Villas, Resorts, & Rentals on BedroomVillas
Top-Rated Vacation Rentals with a Pool in Oakland
Over 4+
Top-Rated Vacation Rentals with a Pool in or Near Oakland
Bed & Breakfast
9.7
(
10 Reviews
)
3 Bedrooms
6 Bathrooms
6 Guests
462.85 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
View
US $139
/Night
7 Nights - $973
Apartment
9.0
(
10 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Pool
-
Ocean View
-
Balcony/Terrace
-
View
US $231
/Night
7 Nights - $1,618
Apartment
8.0
(
6 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
1027 ft²
-
Parking
-
Pool
-
Balcony/Terrace
-
Kitchen
US $199
/Night
7 Nights - $1,393
US $345
/Night
7 Nights - $2,417
See More Oakland Vacation Rentals with a Pool
Pet-Friendly Vacation Rentals in Oakland
Over 10+
Pet-Friendly Vacation Rentals in or Near Oakland
Cottage
9.4
(
70 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $346
/Night
7 Nights - $2,423
New
Cabin
9.2
(
14 Reviews
)
2 Bedrooms
1 Bathroom
3 Guests
700 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Internet
US $351
/Night
7 Nights - $2,454
Apartment
8.6
(
4 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
631 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $290
/Night
7 Nights - $2,027
Cabin
8.0
(
3 Reviews
)
3 Bedrooms
1 Bathroom
6 Guests
800 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $408
/Night
7 Nights - $2,854
Cottage
9.6
(
10 Reviews
)
5 Bedrooms
1 Bathroom
7 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $225
/Night
7 Nights - $1,575
Cabin
9.4
(
13 Reviews
)
2 Bedrooms
1 Bathroom
3 Guests
700 ft²
-
Oceanfront
-
Parking
-
Ocean View
-
Balcony/Terrace
US $289
/Night
7 Nights - $2,022
Cabin
9.0
(
24 Reviews
)
3 Bedrooms
2 Bathrooms
7 Guests
1000 ft²
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $436
/Night
7 Nights - $3,052
See More Pet-Friendly Vacation Rentals in Oakland on PetFriendly.io
Large Vacation Homes & Villas in Oakland
Over 1+
Large Vacation Homes & Villas in or Near Oakland
House
6 Bedrooms
3 Bathrooms
14 Guests
3800 ft²
-
Child Friendly
US $1,025
/Night
7 Nights - $7,175
See More Family Vacation Rentals in Oakland on FVR
Oakland Vacation Rentals and Airbnb Places to Stay Under $200
Over 8+
Oakland Vacation Rentals and Airbnb Places to Stay Under $200
Apartment
7.8
(
9 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
624 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $190
/Night
7 Nights - $1,330
Apartment
8.8
(
9 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
624.31 ft²
-
Parking
-
Internet
-
Child Friendly
-
Security/Safety
US $152
/Night
7 Nights - $1,062
Apartment
9.4
(
3 Reviews
)
2 Bedrooms
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $171
/Night
7 Nights - $1,194
Apartment
6.7
(
3 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
1022.57 ft²
-
Parking
-
Internet
-
Child Friendly
-
Security/Safety
US $157
/Night
7 Nights - $1,097
Cottage
9.2
(
5 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
300 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $113
/Night
7 Nights - $792
Cabin
2 Bedrooms
1 Bathroom
5 Guests
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
-
Internet
US $200
/Night
7 Nights - $1,400
Cabin
10.0
(
18 Reviews
)
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Kitchen
-
Air Conditioner
-
Internet
US $149
/Night
7 Nights - $1,045
Apartment
8.8
(
15 Reviews
)
1 Bedroom
1 Bathroom
3 Guests
-
Parking
-
Ocean View
-
Balcony/Terrace
-
View
US $169
/Night
7 Nights - $1,183
See More Oakland Vacation Rental Deals
Instantly Bookable Vacation Homes in Oakland
Over 7+
Instantly Bookable Vacation Homes in or Near Oakland
House
9.8
(
13 Reviews
)
2 Bedrooms
1 Bathroom
6 Guests
1000 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $210
/Night
7 Nights - $1,473
Cabin
1 Bedroom
1 Bathroom
4 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $335
/Night
7 Nights - $2,342
Cabin
9.2
(
27 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
900 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $342
/Night
7 Nights - $2,391
House
8.6
(
18 Reviews
)
4 Bedrooms
3 Bathrooms
9 Guests
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $241
/Night
7 Nights - $1,690
New
Condo
1 Bedroom
1 Bathroom
4 Guests
-
Internet
-
Child Friendly
-
Bedding/Linens -
Wellness Facilities
US $236
/Night
7 Nights - $1,652
Cabin
9.6
(
7 Reviews
)
1 Bedroom
1 Bathroom
2 Guests
450 ft²
-
Parking
-
Kitchen
-
Air Conditioner
-
Child Friendly
US $234
/Night
7 Nights - $1,637
Cabin
9.2
(
26 Reviews
)
2 Bedrooms
1 Bathroom
5 Guests
900 ft²
-
Parking
-
Balcony/Terrace
-
Kitchen
-
Air Conditioner
US $259
/Night
7 Nights - $1,813
See More Oakland Short-Term Vacation Rentals
About Oakland Vacation Rentals
With more than 55 Oakland 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 Oakland.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With Estiavillas Oakland, 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 Oakland. Places to stay near Oakland are 707.52 ft² on average, with prices averaging US $364 a night.
Estiavillas makes it easy and safe to find and compare vacation rentals in Oakland 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 Oakland
| Type | Count |
|---|---|
| Vacation Homes | 20 |
| Cabin Rentals | 16 |
| Holiday Apartments | 11 |
| Cottages | 5 |
| B&B | 2 |
Use these Quick Filters to Find a Vacation Rental in Oakland
★ 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 Oakland.
Weather in Oakland
View the weather forecast for Oakland before booking your Oakland Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Oakland, ME
Estiavillas offers a large selection of top attractions around Oakland. Research things to do on your vacation before you visit Oakland.
Augusta Civic Center
Unity College
Colby College
Maine State House
Waterville Opera House
University of Maine - Farmington
Skowhegan State Fairgrounds
University of Maine at Augusta
Old Fort Western
Maine State Museum
Eaton Mountain
Belgrade Lakes Golf
Capitol Park
Belgrade Lakes Chain
Echo Lake
Augusta Country Club
Kennebec Ice Arena
Old Western Fort
Thomas College
Natanis Golf Course
Oakland Vacation Rental Frequently Asked Questions
Which vacation homes in Oakland are best for families?
If you are looking for a family-friendly vacation home in Oakland, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Oakland:
How many vacation rentals are available in Oakland?
Currently, the total number of properties listed in 2026 is over 55 in the Oakland area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Oakland.
