A cathedral's ornate ceiling with intricate wood carvings and a central cross.

Fair Oak Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Fair Oak vacation rentals

1. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,360 reviews)
"Great location and friendly staff!"
United States
Gary
The price is CA $127
CA $152 total
includes taxes & fees
Nov 13 - Nov 14
Second Nature Southampton

2. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.2 out of 10, Very good, (13 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
The price is CA $74
CA $173 total
includes taxes & fees
Nov 15 - Nov 16
Settle Southampton

3. Settle Winchester

Settle Winchester
2.0 star property
Winchester City Center
The price is CA $58
CA $171 total
includes taxes & fees
Nov 1 - Nov 2
Settle Winchester

4. Winchester Wessex Hotel by Sunday Twin Room

Winchester Wessex Hotel by Sunday Twin Room
Winchester City Center
9.4 out of 10, Exceptional, (40 reviews)
"Didn’t have Kitchen like advertised, no fridge unfortunately "
United Kingdom
Hayden
The price is CA $168
CA $168 total
includes taxes & fees
Oct 27 - Oct 28
Winchester Wessex Hotel by Sunday Twin Room

5. Perfect 2-bedroom house, Albert cottage with WiFi in charming Southampton

Perfect 2-bedroom house, Albert cottage with WiFi in charming Southampton
Portswood
10.0 out of 10, Exceptional, (1 review)
"We had a great time, lovely neighborhood, location is easy access to needed items. Marvin is an excellent host. He responds right away with all questions. For a home that is 140 years old it is in excellent shape. Beautifully decorated. Everything we needed was there. Big plus to be on the water. Thank you Marvin!"
United States
Terri M.
The price is CA $219
CA $268 total
includes taxes & fees
Oct 28 - Oct 29
Perfect 2-bedroom house, Albert cottage with WiFi in charming Southampton

6. Cosy A-Frame cabin nestled in the chalk steams of Hampshire

Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Winchester
8.6 out of 10, Excellent, (7 reviews)
"Lovely cabin and outside kitchen plus garden. It's my second stay and I enjoyed my stay. Love the garden kitchen,. It's very pretty and relaxing ."
United Kingdom
Nicola H.
The price is CA $202
CA $281 total
includes taxes & fees
Nov 2 - Nov 3
Cosy A-Frame cabin nestled in the chalk steams of Hampshire

7. The Riley Stable- Cozy Getaway

The Riley Stable- Cozy Getaway
2.5 star property
Waterlooville
The price is CA $159
CA $247 total
includes taxes & fees
Nov 1 - Nov 2
The Riley Stable- Cozy Getaway

8. QE2 Loft Apartments

QE2 Loft Apartments
3.0 star property
Southampton City Centre
5.8 out of 10, (17 reviews)
"They sent me an email at the last minute saying that it was double booked and they canceled my reservation that was already prepaid"
United States
kia
The price is CA $287
CA $344 total
includes taxes & fees
Oct 27 - Oct 28
QE2 Loft Apartments

9. The Shack Cabin Sleeps 3 With Enclosed Garden

The Shack Cabin Sleeps 3 With Enclosed Garden
2.0 star property
Waterlooville
The price is CA $224
CA $269 total
includes taxes & fees
Nov 19 - Nov 20
The Shack Cabin Sleeps 3 With Enclosed Garden

10. The South Coast Snug

The South Coast Snug
2.0 star property
Fareham
7.4 out of 10, Good, (6 reviews)
"Fantastic place great location everything close by"
United Kingdom
Nikki
The price is CA $93
CA $112 total
includes taxes & fees
Nov 9 - Nov 10
The South Coast Snug

11. Hayling Hideaway, private self contained cosy annex near to beach

Hayling Hideaway, private self contained cosy annex near to beach
Hayling Island
9.6 out of 10, Exceptional, (5 reviews)
"Very clean, great location, well-set up, ideal for two people exploring the sea front and wandering along the beaches. Recommended."
United Kingdom
Tim
The price is CA $131
CA $173 total
includes taxes & fees
Nov 1 - Nov 2
Hayling Hideaway, private self contained cosy annex near to beach

12. Adorable 2-bedroom apartment in Southampton

Adorable 2-bedroom apartment in Southampton
Freemantle
9.2 out of 10, Wonderful, (5 reviews)
"Apartment was in great condition, no complaints!"
United Kingdom
Bethany M.
The price is CA $266
CA $349 total
includes taxes & fees
Nov 2 - Nov 3
Adorable 2-bedroom apartment in Southampton

13. ANG Apartments

ANG Apartments
2.0 star property
Southsea
9.0 out of 10, Wonderful, (6 reviews)
"Nice place to stay, lovely beach view and close to amenities"
United Kingdom
Claire
The price is CA $115
CA $115 total
includes taxes & fees
Oct 28 - Oct 29
ANG Apartments

14. Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking

Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking
2.0 star property
Gosport
7.8 out of 10, Good, (6 reviews)
"The room was exactly as described. Communications with staff were clear and prompt. Check-in/Check-out was easy. Double bed was a nice firm mattress. Building was super quiet overnight. Location was very easy to access."
United Kingdom
Audrey
The price is CA $119
CA $119 total
includes taxes & fees
Nov 26 - Nov 27
Ground-Floor Family Studio Apartment with Double and Single Beds – Free Parking

15. Pinnacle Suites

Pinnacle Suites
3.0 star property
Cowes
9.2 out of 10, Wonderful, (41 reviews)
"Very friendly host with modern suites"
United Kingdom
Samuel
The price is CA $204
CA $245 total
includes taxes & fees
Nov 23 - Nov 24
Pinnacle Suites

16. Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR
Cowes
10.0 out of 10, Exceptional, (27 reviews)
"Great location, lovely cottage and a convenient place to explore Cowes."
United Kingdom
Lisa
The price is CA $228
CA $258 total
includes taxes & fees
Oct 27 - Oct 28
Cliffside Cosy Cottage by Cowes Beach: 1x KING-Size Double BR & a Twin/Kids BR

17. Bayview Apartments

Bayview Apartments
2.0 star property
Southampton City Centre
7.8 out of 10, Good, (7 reviews)
"The apartment was reasonably priced, conveniently located to our destination and perfectly adequate for our needs."
United States
Donald
The price is CA $437
CA $524 total
includes taxes & fees
Nov 1 - Nov 2
Bayview Apartments

18. The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom

The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom
Shedfield
9.6 out of 10, Exceptional, (15 reviews)
"Fabulous place to stay."
United States
CHRISTOPHER S.
The price is CA $852
CA $852 total
includes taxes & fees
Oct 29 - Oct 30
The Stables, Wickham - a barn conversion that sleeps 2 guests in 1 bedroom

19. Stunning 2-bed Apt, Sleeps 6 in The New Forest

Stunning 2-bed Apt, Sleeps 6 in The New Forest
4.0 star property
Southampton
The price is CA $249
CA $445 total
includes taxes & fees
Oct 30 - Oct 31
Stunning 2-bed Apt, Sleeps 6 in The New Forest

20. Studio 33-Free Private Parking

Studio 33-Free Private Parking
2.0 star property
Southsea
10.0 out of 10, Exceptional, (1 review)
"Spotlessly clean, friendly, helpful staff, priced right"
United Kingdom
John
The price is CA $117
CA $117 total
includes taxes & fees
Oct 27 - Oct 28
Studio 33-Free Private Parking
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Fair Oak Hotel Reviews

Find out more about Fair Oak

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . Seeing all the best attractions is bound to make you fall in love with Fair Oak. Who knows, you may even be tempted to extend your vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

Frequently asked questions

Can I find vacation rentals in Fair Oak?

Yes, you can find vacation rentals near popular sights in Fair Oak, or you can select a more secluded option if you're looking for relaxation.

What are some of the best vacation rentals in Fair Oak?

Unique waterside home in stunning location.: This vacation home rental outside of Fair Oak is located on the waterfront and has a balcony, a garden, and laundry facilities to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Fair Oak?

Explore the area and family-friendly sights such as Marwell Zoo, or get out into nature at a spot like New Forest National Park. Southampton Cruise Terminal and Utilita Bowl are a couple of places you'll find in the larger area.

What’s a vacation rental in Fair Oak like?

Vacation rentals are private properties you can stay in for a long or short time in Fair Oak. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have everything you need. If you're concerned about a sanitized environment, vacation rentals can provide a sense of security away from public hotel elevators and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a popular choice for a family getaway.