Littleton Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Littleton vacation rentals

A bedroom with a bed, a nightstand, a lamp, a window with curtains, and a radiator.

1. Settle Winchester

Settle Winchester
2.0 star property
Winchester City Center
$105 nightly
The price is $126
Nov 12 - Nov 13
Total with taxes and fees
Settle Winchester
A wooden cabin with a sloped roof, a deck with two chairs, and a glass door leading inside.

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

Cosy A-Frame cabin nestled in the chalk steams of Hampshire
Winchester
8.8 out of 10, Excellent, (8 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.
$191 nightly
The price is $191
Nov 12 - Nov 13
Total with taxes and fees
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
A bed with a teal headboard, two pillows with tropical leaf patterns, and two folded towels on a yellow bedspread.

3. Winchester City Centre Flat/Sleeps 6/Free Parking

Winchester City Centre Flat/Sleeps 6/Free Parking
Hampshire
$267 nightly
The price is $267
Nov 26 - Nov 27
Total with taxes and fees
Winchester City Centre Flat/Sleeps 6/Free Parking
A bedroom with a skylight, a bed, a dresser, a sofa, and a view of the garden through a sliding door.

4. Garden room, central Winchester – self-contained, kitchenette & parking

Garden room, central Winchester – self-contained, kitchenette & parking
Winchester
$145 nightly
The price is $145
Nov 24 - Nov 25
Total with taxes and fees
Garden room, central Winchester – self-contained, kitchenette & parking
Dining

5. Calm 1 Bed Apartment with Parking, Winchester by At Hem

Calm 1 Bed Apartment with Parking, Winchester by At Hem
Winchester
10.0 out of 10, Exceptional, (1 review)
"Excellent location and property. The owner was very responsive and helpful "
Australia
Jayani
$246 nightly
The price is $246
Nov 30 - Dec 1
Total with taxes and fees
Calm 1 Bed Apartment with Parking, Winchester by At Hem
A neatly made bed with a grey quilt, two pillows, and rolled towels on the side. There is a bedside table with a lamp and a small decorative item.

6. Aethelred Annexe - New Build with Full Amenities

Aethelred Annexe - New Build with Full Amenities
Winchester
10.0 out of 10, Exceptional, (2 reviews)
"Had a lovely stay at the Aethelred Annexe! Great amenities and an incredibly generous host. It felt very warm and cozy and the bed was super comfy. Great location for a quick drive/ bus into the city centre. Would absolutely recommend."
United States
Andrea W.
$133 nightly
The price is $133
Nov 15 - Nov 16
Total with taxes and fees
Aethelred Annexe - New Build with Full Amenities
A dining table set with white plates, bowls, and cutlery, with two wine glasses and a spoon.

7. Central Winchester Apartment / Sleeps 4/ Parking

Central Winchester Apartment / Sleeps 4/ Parking
Winchester City Center
$198 nightly
The price is $198
Nov 29 - Nov 30
Total with taxes and fees
Central Winchester Apartment / Sleeps 4/ Parking
A modern interior with a staircase, seating area, and a green wall.

8. 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
$124 nightly
The price is $124
Nov 15 - Nov 16
Total with taxes and fees
Winchester Wessex Hotel by Sunday Twin Room
A modern interior with a red sofa, black chairs, and a patterned floor.

9. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,369 reviews)
"Nice staff, clean property. Close to restaurants. Nice park in front of the property. Overall very pleasant stay."
United States
Yahong Susan
$86 nightly
The price is $103
Nov 13 - Nov 14
Total with taxes and fees
Second Nature Southampton
A bedroom with a bed, a chair, a wardrobe, and a radiator.

10. Coventry Road Apartments Flat 1

Coventry Road Apartments Flat 1
2.0 star property
The Polygon
10.0 out of 10, Exceptional, (1 review)
$67 nightly
The price is $80
Nov 14 - Nov 15
Total with taxes and fees
Coventry Road Apartments Flat 1
A modern dining area with a round table, white chairs, and a potted plant.

11. Bright Modern Flat | Soton Centre | Free Parking

Bright Modern Flat | Soton Centre | Free Parking
Bevois Valley
$105 nightly
The price is $105
Nov 15 - Nov 16
Total with taxes and fees
Bright Modern Flat | Soton Centre | Free Parking
A bedroom with a large bed, a wooden ceiling, and a view of a brick building outside.

12. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.2 out of 10, Very good, (14 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
$103 nightly
The price is $123
Nov 15 - Nov 16
Total with taxes and fees
Settle Southampton
Living area

13. Cosy Annex escape within the South Downs!

Cosy Annex escape within the South Downs!
Upham
9.6 out of 10, Exceptional, (4 reviews)
"Great Annex, calm and peaceful location."
United States
Daniel J.
$135 nightly
The price is $135
Nov 12 - Nov 13
Total with taxes and fees
Cosy Annex escape within the South Downs!
A kitchen counter with vegetables, a sink, and potted plants.

14. Beddoe Apartments

Beddoe Apartments
3.0 star property
Eastleigh
7.8 out of 10, Good, (20 reviews)
"Ideal for couple of nights stay. Easy parking was a bonus. "
United Kingdom
Alan
$227 nightly
The price is $260
Nov 15 - Nov 16
Total with taxes and fees
Beddoe Apartments
A bedroom with a large bed, a nightstand, a wall-mounted lamp, and a window with blinds.

15. Southampton Serviced Apartment

Southampton Serviced Apartment
4.0 star property
Bassett
8.6 out of 10, Excellent, (188 reviews)
"Clean rooms, spacious enough for two for a weekend/long weekend. Easy access to Southampton City centre on the No1 bus, which runs right past the front door. Plenty of parking front and rear to service all the apartments."
United Kingdom
Emma
$200 nightly
The price is $240
Nov 12 - Nov 13
Total with taxes and fees
Southampton Serviced Apartment
A modern kitchen with dark cabinetry, a dining area with a wooden table and metal chairs, and a living room with a blue sofa and a green plant.

16. 1BR Flat in Andover | Near Local Amenities

1BR Flat in Andover | Near Local Amenities
Hampshire
$251 nightly
The price is $251
Nov 17 - Nov 18
Total with taxes and fees
1BR Flat in Andover | Near Local Amenities
A modern kitchen with a central island, bar stools, hanging plants, and a variety of appliances.

17. 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.
$235 nightly
The price is $235
Nov 14 - Nov 15
Total with taxes and fees
Adorable 2-bedroom apartment in Southampton
A dining area with a view of a swimming pool, a table with food, and a chair.

18. Beam Cottage

Beam Cottage
3.0 star property
Southampton
$2,857 nightly
The price is $3,428
Nov 18 - Nov 19
Total with taxes and fees
Beam Cottage
A bedroom with a wooden headboard, white bedding, two floral pillows, a bedside lamp, and a folded towel on the bed.

19. The Riley Stable- Cozy Getaway

The Riley Stable- Cozy Getaway
2.5 star property
Waterlooville
$147 nightly
The price is $176
Nov 17 - Nov 18
Total with taxes and fees
The Riley Stable- Cozy Getaway
A wooden cabin with an open door, surrounded by lush greenery.

20. Cosy Wigwam Holidays Cabin With Ensuite

Cosy Wigwam Holidays Cabin With Ensuite
Chawton
10.0 out of 10, Exceptional, (9 reviews)
"The cabin has everything you need for a short stay, it's a great place for children and would easily for a family of three. Lovely surroundings for someone who loves nature and walks."
United States
NASTASSIA N.
$147 nightly
The price is $147
Nov 13 - Nov 14
Total with taxes and fees
Cosy Wigwam Holidays Cabin With Ensuite
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 Littleton Hotel Reviews

A narrow hallway with a large wooden wheel, tables, chairs, and a kitchen area visible in the background.
The Running Horse

The Running Horse

The Running Horse
Winchester

10/10 Excellent

Traveling from the USA , this is the second time we have stayed here visiting family in the area, great location , food and staff.
United States
Jeremy
Reviewed July 28, 2026
The Running Horse

Find out more about Littleton

Everything you need to know about Littleton vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Littleton vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Littleton vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Littleton vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Littleton. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Littleton in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $80 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Littleton rentals

At Expedia, we put the best Littleton vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Littleton rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Littleton vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Littleton. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently Asked Questions

Can I find vacation rentals in Littleton?

Yes, we offer vacation rentals near popular local attractions in Littleton, or you can go with a secluded option if you'd like a relaxing place to stay. Our travelers say Littleton has a good selection of restaurants. Make sure you have time to check out the bars and sporting events during your trip.

What are some of the best vacation home rentals in Littleton?

Unique waterside home in stunning location.: This vacation home rental outside of Littleton 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 can I see and do in Littleton?

Explore the area and family-friendly sights such as Winchester Science Centre and Planetarium, or get out into nature at a spot like New Forest National Park. In the larger area, you’ll find Southampton Cruise Terminal and Sparsholt College.

What are vacation rentals like in Littleton?

Vacation rentals are private properties you can stay in for several days or more in Littleton. Vacation rentals feature extras such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can offer a sense of security away from shared hotel elevators and busy lobbies 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 makes a vacation rental a popular option for a small group gathering.