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Littleton Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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
$109 nightly
The price is $131
Oct 25 - Oct 26
Total with taxes and fees
Settle Winchester
A well-maintained garden with a patio area, a white chair, and a small table.

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

Garden room, central Winchester – self-contained, kitchenette & parking
Winchester
$132 nightly
The price is $132
Sep 27 - Sep 28
Total with taxes and fees
Garden room, central Winchester – self-contained, kitchenette & parking
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
$261 nightly
The price is $261
Oct 11 - Oct 12
Total with taxes and fees
Winchester City Centre Flat/Sleeps 6/Free Parking
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.

4. 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.
$128 nightly
The price is $128
Sep 30 - Oct 1
Total with taxes and fees
Aethelred Annexe - New Build with Full Amenities

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
$216 nightly
The price is $216
Sep 28 - Sep 29
Total with taxes and fees
Calm 1 Bed Apartment with Parking, Winchester by At Hem
A bedroom with a bed, two bedside tables, a wardrobe, and a window.

6. Stylish Winchester Apartment | Sleeps 4 | Free Parking | Walk to City Centre

Stylish Winchester Apartment | Sleeps 4 | Free Parking | Walk to City Centre
Winchester City Center
$224 nightly
The price is $224
Oct 4 - Oct 5
Total with taxes and fees
Stylish Winchester Apartment | Sleeps 4 | Free Parking | Walk to City Centre
A bedroom with a large window, a bed with a blue and white checkered duvet, a grey headboard, and a small vase with flowers on a white shelf.

7. The Porterhouse - Residence I

The Porterhouse - Residence I
Winchester City Center
$226 nightly
The price is $226
Sep 27 - Sep 28
Total with taxes and fees
The Porterhouse - Residence I
A wooden cabin with a sloped roof, a deck with two chairs, and a glass door leading inside.

8. 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.
$269 nightly
The price is $269
Sep 27 - Sep 28
Total with taxes and fees
Cosy A-Frame cabin nestled in the chalk steams of Hampshire
A two-story brick building with a sign for 'Wessex Hotel' and 'Wessex Hotel' written on the side. There are cars parked in front and a pedestrian walkway.

9. Winchester Wessex Hotel by Sunday Twin Room

Winchester Wessex Hotel by Sunday Twin Room
Winchester City Center
6.0 out of 10, (1 review)
"Didn’t have Kitchen like advertised, no fridge unfortunately "
United Kingdom
Hayden
$131 nightly
The price is $131
Oct 18 - Oct 19
Total with taxes and fees
Winchester Wessex Hotel by Sunday Twin Room
A small bedroom with a single bed, a nightstand, a wooden wardrobe, and a chair.

10. Coventry Road Apartments Flat 1

Coventry Road Apartments Flat 1
2.0 star property
The Polygon
$60 nightly
The price is $72
Sep 26 - Sep 27
Total with taxes and fees
Coventry Road Apartments Flat 1
A white, two-story building with a curved corner, a brick base, and a small balcony on the second floor.

11. Clifton Lodge

Clifton Lodge
2.0 star property
Winchester
$639 nightly
The price is $767
Oct 1 - Oct 2
Total with taxes and fees
Clifton Lodge
A bedroom with a metal bed frame, a bedside table, a lamp, a nightstand, a framed picture, and a wall sign.

12. Eastleigh Luxury Retreat With 4 Bedrooms With Parking Near Airport

Eastleigh Luxury Retreat With 4 Bedrooms With Parking Near Airport
3.0 star property
Eastleigh
$181 nightly
The price is $217
Oct 2 - Oct 3
Total with taxes and fees
Eastleigh Luxury Retreat With 4 Bedrooms With Parking Near Airport
A modern interior with a red sofa, black chairs, and a patterned floor.

13. Second Nature Southampton

Second Nature Southampton
4.0 star property
Southampton City Centre
9.4 out of 10, Exceptional, (1,339 reviews)
"Great location and friendly staff!"
United States
Gary
$92 nightly
The price is $111
Oct 18 - Oct 19
Total with taxes and fees
Second Nature Southampton
A bedroom with a large bed, a wooden ceiling, and a view of a brick building outside.

14. Settle Southampton

Settle Southampton
2.0 star property
Freemantle
8.0 out of 10, Very good, (12 reviews)
"Brilliant property really well situated for the centre of town. Deffo coming back."
United Kingdom
Chris
$108 nightly
The price is $130
Sep 27 - Sep 28
Total with taxes and fees
Settle Southampton
A kitchen with a coffee maker, a toaster, a kettle, and jars of sugar and coffee essentials.

15. Modern City Centre Apartment | Free Parking | Self Check-In

Modern City Centre Apartment | Free Parking | Self Check-In
The Polygon
$172 nightly
The price is $172
Sep 26 - Sep 27
Total with taxes and fees
Modern City Centre Apartment | Free Parking | Self Check-In
A bedroom with a wooden headboard, white bedding, two floral pillows, a bedside lamp, and a folded towel on the bed.

16. The Riley Stable- Cozy Getaway

The Riley Stable- Cozy Getaway
2.5 star property
Waterlooville
$140 nightly
The price is $168
Oct 25 - Oct 26
Total with taxes and fees
The Riley Stable- Cozy Getaway
A dining table set with plates, cutlery, and a glass vase with yellow flowers.

17. 3 Bedrooms house ideal for long Stays!

3 Bedrooms house ideal for long Stays!
Southampton
10.0 out of 10, Exceptional, (5 reviews)
"Great location, lovely clean property can recommend."
United Kingdom
Michael R.
$267 nightly
The price is $267
Sep 27 - Sep 28
Total with taxes and fees
3 Bedrooms house ideal for long Stays!
A view from inside a room looking out onto a grassy field with trees and a fence.

18. Cosy Rural Cabin With Ensuite without Pergola

Cosy Rural Cabin With Ensuite without Pergola
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.
$146 nightly
The price is $146
Sep 27 - Sep 28
Total with taxes and fees
Cosy Rural Cabin With Ensuite without Pergola
A modern living room with a sofa, dining table, and chairs, a kitchen with appliances, and a large window with curtains.

19. London Street, Andover, Hampshire, SP102NU, United Kingdom

London Street, Andover, Hampshire, SP102NU, United Kingdom
Andover
10.0 out of 10, Exceptional, (1 review)
"Excellent location and accommodation"
United Kingdom
Catalin R.
$131 nightly
The price is $158
Oct 18 - Oct 19
Total with taxes and fees
London Street, Andover, Hampshire, SP102NU, United Kingdom
A rustic outdoor setting with a fire pit, a table, and a vintage camper van in the background.

20. Out in the countryside,Retreat away@The Box

Out in the countryside,Retreat away@The Box
Denmead
$166 nightly
The price is $166
Sep 26 - Sep 27
Total with taxes and fees
Out in the countryside,Retreat away@The Box
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

New Place

New Place

8/10 Good
"Enjoyed my stay. Lovely location."
Hamzah 3-night trip
Posted 5 hours ago
New Place

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 $111 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.