Book a Place to Stay in Oakland for Your Summer Getaway
About Oakland Summer Rental on Vacation Cottage
Elevate your summer travels with 906 top-notch stay to make the most of your summer adventures? Consider a summer resort or villa rental in or near Oakland. Choosing the perfect holiday rental for your upcoming summer getaway on Vacation Cottage is a breeze. Whether you're traveling with family, friends, or a group to Oakland or its surrounding areas, Vacation Cottage offers a plethora of luxury summer accommodations to select from. Many of these accommodations boast top-notch amenities such as private pools, indoor/outdoor pools, hot tubs, WiFi, beach access, nearby parks, luxurious bedrooms, bathtubs, and pet-friendly environments.
Searching for a tranquil retreat in Oakland for an unforgettable summer holiday? Vacation Cottage's summer rental homes are ready to provide you with the utmost comfort you deserve. Whether you're in need of a premium summer condo, luxury flat, resort, villa, bungalow, cozy cabin, RV, or cottage in Oakland, Vacation Cottage has you covered for your next summer escapade.
Frequently Asked Questions About Oakland Luxury Rentals
What are the top rated Summer Rentals in Oakland?
There are a lot of options in Oakland. If you plan on staying in the Oakland area, consider making a reservation for a few nights at one of these properties as these have been rated the top Summer Rentals in Oakland:
- Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village
- The Love Shack- The BEST Couples and Small Family Retreat at Deep Creek Lake!
- Sunny Escape 2 - A new era for a familiar lake front home
- Level lakefront, family-friendly, hot tub, low fees, private dock
- Timroc II, FIVE STAR REVIEWS! LAKE ACCESS, GREAT SWIMMING, PRIVATE 2 ACRES!
- Lakefront, 3 Amazing Decks, Tennis/Pickle Ball, Boat Slip, Hot Tub, Bed Swingn
- Stunning 7 Bedroom 6.5 Bath Lakefront Home with Dock Slip
- Fall Fun at our Centrally Located Lake View Condo that sleeps 6!
- Lakefront, dog friendly, dock slip, hot tub, and fire pit
- Unobstructed lake views from living areas. Restaurants & activities in minutes
How many summer rentals are available around Oakland, MD?
In 2025, Vacation Cottage offers 906 summer rentals in or around Oakland. Find unique home rentals for your summer holiday or a weekend getaway with family and friends.
How much does it cost to rent a summer rental in Oakland?
The average price per night for a summer rental in Oakland is $475. Check the full list of summer accommodations in Oakland.
How many summer rentals are available to book in Oakland?
There are 906 summer rentals, cabins, cottages and properties that are available to rent. Book for your next trip with Vacation Cottage.
Do any summer rentals in Oakland have a private pool?
Yes, here are some popular summer holiday rentals in Oakland that have a private or indoor pool:
- Quaint and So Cozy Deep Creek Lake Log Cabin in Sought After Yellowstone Village
- Jamesons Cabin! 8 Minutes to Wisp, HotTub, FirePit, Pets, EV Chgr
- Mountain House
- The Love Shack- The BEST Couples and Small Family Retreat at Deep Creek Lake!
Check all holiday rentals with a pool in Oakland on Vacation Cottage.
Can I rent pet-friendly summer rentals in Oakland?
Yes, We have 906 summer rental homes in Oakland and types of place to stay in Oakland include:
- Vacation Homes: 906 available for rent
- Villas: 906 Rentals available for rent
- Holiday Apartments: 906 Rentals available for rent
- Hotels with Suites: 906 Rentals available for book
Do you have a luxury summer rental with a pool in Oakland?
Yes, of course! There are many luxury summer rental properties in Oakland. Use our search filter to discover all of our luxury summer accommodations with an indoor/outdoor pool. Sorting by price is another way to find the most and least expensive luxury summer rentals in Oakland.
